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Chemistry World
April 2009
Paul Docherty
Column: Totally Synthetic Perhaps the most frustrating part of being a synthetic chemist is the jealousy with which we must regard nature mark for My Articles similar articles
Chemistry World
April 2012
Paul Docherty
Column: Totally Synthetic Detecting rearrangements still seems like an abstract ability for aspiring synthetic chemists. Erick Carreira's synthesis of indoxamycin B is a great case in point, employing two rearrangement reactions. mark for My Articles similar articles
Chemistry World
April 2010
Paul Docherty
Column: Totally Synthetic When one attempts the first synthesis of a natural product, the set of challenges are often unknown; which intermediates are either inaccessible or unstable, for instance. mark for My Articles similar articles
Chemistry World
October 2008
Paul Docherty
Column: Totally Synthetic Samuel Danishefsky of Columbia University (and the Sloan-Kettering Institute for cancer research), has focused on function rather than family. His many synthetic conquests are unified by their cancer-busting potential. mark for My Articles similar articles
Chemistry World
October 2010
Paul Docherty
Barekoxide and barekol Like most scientists, organic chemists can often obsess about a problem, endlessly pursuing the perfect yield or enantioselectivity, often leading to tears and broken glassware. mark for My Articles similar articles
Chemistry World
June 2011
Column: Totally Synthetic I've never heard of the Polonovski-Potier reaction, the keystone of a remarkable synthesis by a team led by Tohru Fukuyama at the University of Tokyo, Japan. mark for My Articles similar articles
Chemistry World
September 2008
Paul Docherty
Column: Totally Synthetic The need to discover new antibiotics to treat resistant strains of bacteria is a well- documented and discussed challenge for chemists. mark for My Articles similar articles
Chemistry World
November 2011
Paul Docherty
Column: Totally Synthetic Gelsemoxonine has an extra four-membered azetidine ring, making for a considerable synthetic challenge. mark for My Articles similar articles
Chemistry World
October 2009
Paul Docherty
Column: Totally Synthetic It's been a while since I've seen such a battle for the 'first publication' of a molecule as has recently been witnessed for haplophytine. mark for My Articles similar articles
Chemistry World
February 2011
Paul Docherty
Column: Totally Synthetic Although most of the natural products I've discussed have had biological activity at the core of the rationale for their synthesis, most organic chemists will admit that an unusual chemical structure is by far the stronger draw. mark for My Articles similar articles
Chemistry World
September 2, 2013
Paul Docherty
Steviol A discussion is presented on new ways to synthesize the diterpenoid steviol. mark for My Articles similar articles
Chemistry World
July 2009
Paul Docherty
Column: Totally Synthetic When it comes to making large natural products, different researchers will often propose identical 'end-game' strategies to complete the target. mark for My Articles similar articles
Chemistry World
July 1, 2012
Paul Docherty
Vincorine Cage-structured natural products are some of the most appealing (if perhaps not appetising) targets for organic chemists -- perhaps due to their obvious intricacy of form, but also because of their structural rigidity. mark for My Articles similar articles
Chemistry World
July 9, 2012
Phillip Broadwith
'Molecular cobra' turns C-H to C=C A reagent developed by US chemists can selectively introduce synthetically useful C=C double bonds into unactivated carbon chains, guided by an activating group attached to a nearby oxygen or nitrogen atom. mark for My Articles similar articles
Chemistry World
January 29, 2014
Organic matter: Indoxamycins A, C and F In 2012, Erick Carreira's group in Zurich reported the total synthesis of indoxamycin B. 1 This 24-step organometallic tour de force resulted in a structural reassignment and set the bar rather high for future work on this family. mark for My Articles similar articles
Chemistry World
May 29, 2013
Paul Docherty
Pactamycin A member of a 'rival' field stating that a molecule is 'inaccessible by synthetic organic chemistry' is like a red rag to the proverbial bull. This challenge surrounds analogs of pactamycin, a complex cyclopentane-based target with an exceptionally potent biological profile. mark for My Articles similar articles
Chemistry World
June 2010
Paul Docherty
Column: Totally Synthetic Although its chemistry is mature and varied, my use of silicon reagents in my synthetic forays has been limited to a somewhat clumsy use of hydroxyl protecting groups. mark for My Articles similar articles
Chemistry World
February 2012
Paul Docherty
Column: Totally Synthetic Medium rings are a beguiling feature found in a host of natural products, owing to their behavioral oddities. mark for My Articles similar articles
Chemistry World
December 2010
Paul Docherty
Column: Totally Synthetic In a conversation at the beginning of this year, a friend and I considered the most challenging targets available to the total-synthesizer - and maoecrystal V was at the top of the list. mark for My Articles similar articles
Chemistry World
April 2011
Paul Docherty
Column: Totally Synthetic Reactions in the synthesis of guanacastepene N. Discovered in fungi growing on trees in the Guanacaste conservation area in Costa Rica, several syntheses of this family have appeared in the decade since their isolation. mark for My Articles similar articles
Chemistry World
October 31, 2012
Paul Docherty
Epicoccin G The class of natural products known as 2,5-diketopiperazines is both broad and synthetically well-trodden. An important sub-class of these targets are found with a sprinkling of sulfur atoms, and seem particularly well-suited to pathogen-bashing. mark for My Articles similar articles
Chemistry World
August 2011
Paul Docherty
Column: Totally Synthetic Yuanhuapin, a fabulously complex member of the daphnane diterpene orthoester class of natural products, bears an astonishing twelve contiguous stereogenic centres around its seven rings (look closely!). mark for My Articles similar articles
Chemistry World
March 2012
Paul Docherty
Column: Totally Synthetic Ring strain is a fascinating phenomenon - one that is best understood with plastic modelling kits, wearing safety specs for ring sizes of four or less. mark for My Articles similar articles
Chemistry World
January 2010
Paul Docherty
Column: Totally Synthetic Of all the natural product classes, the steroid family are perhaps the most prevalent in the public consciousness; from cholesterol to testosterone, their infamy inflates the 'science bit' in countless advertisements. mark for My Articles similar articles
Chemistry World
August 2009
Paul Docherty
Column: Totally Synthetic Richmond Sarpong's research group at University of California, Berkeley, US, have taken quite an interest in lyconadin A, publishing an initial, racemic synthesis. mark for My Articles similar articles
Chemistry World
August 2008
Paul Docherty
Column: Totally Synthetic Impersonating nature isn't easy, and biomimetic syntheses are remarkable in two senses. mark for My Articles similar articles
Chemistry World
June 27, 2013
Paul Docherty
Bolivianine The still-growing and insanely diverse class of terpene natural products is probably responsible for a considerable number of undergraduate headaches. mark for My Articles similar articles
Chemistry World
November 2008
Paul Docherty
Column: Totally Synthetic Vannusal B -- This is a classic case of misassigned identity - the structure published by the researchers who first isolated the compound from its natural source has been recreated via total synthesis, and found wanting. mark for My Articles similar articles
Chemistry World
February 2009
Paul Docherty
Column: Totally Synthetic The farming squeeze has renewed interest in compounds with anti-insect abilities, especially those known for their activity against specific pests. mark for My Articles similar articles
Chemistry World
July 30, 2013
Paul Docherty
Melotenine A Chirality, where would we be without you? Often the bane of the synthetic chemist's life, the challenge of asymmetry is perhaps what makes total synthesis so endlessly intriguing. mark for My Articles similar articles
Chemistry World
November 5, 2013
Paul Docherty
Marcfortines B & C Natural product isolation is generally a tale of a journey to an obscure or inaccessible location, followed by pulping a harmless plant or marine sponge to get at compounds made by some bacteria hiding out in the core. mark for My Articles similar articles
Chemistry World
May 2010
Paul Docherty
Column: Totally Synthetic In the case of englerin A, the synthetic strategies used by Dawei Ma's group at the Chinese Academy of Sciences, Shanghai, China, 1 and Antonio Echavarren's team at Rovira and Virgili University, Tarragona, Spain, 2 are extremely similar. mark for My Articles similar articles
Chemistry World
July 2008
Paul Docherty
Column: Totally Synthetic The target is hypocrellin A, which couldn't look much less like last month's callipeltoside A. Even a casual glance reveals one intriguing feature of this target - the fact it exists in equilibrium with an isomer. mark for My Articles similar articles
Chemistry World
May 2009
Paul Docherty
Column: Totally Synthetic After a glorious 1980s and 90s as the pin-ups of total synthesis, it seems that the macrolides are now passe, and all the cool kids have moved on to work on alkaloid natural products mark for My Articles similar articles
Chemistry World
November 27, 2012
Paul Docherty
Pentalenolactone A methyl ester One team that really gets the Pauson -- Khand reaction or the PKR and all its nuances is that led by Zhen Yang at Peking University in Beijing, China. They recently published a very neat synthesis of the intricate pentalenolactone mark for My Articles similar articles
Chemistry World
March 2009
Paul Docherty
Column: Totally Synthetic Marine waters have produced some of the biggest celebrities of the natural product world - including the brevitoxins, saxitoxins and tetrodotoxins, 1 famous as much for the sheer human effort needed for their landmark syntheses as for their complexity and size. mark for My Articles similar articles
Chemistry World
February 19, 2010
Simon Hadlington
Forcing stereoselectivity on reactive cations Chemists in the US have devised a dual catalyst strategy to tame the highly reactive iminium ion to give a high degree of stereochemical control over subsequent reactions of the ion. mark for My Articles similar articles
Chemistry World
June 2009
Paul Docherty
Column: Totally Synthetic With potent bacteria-beating activity, it's no surprise that kendomycin has recently grabbed quite a bit of attention. mark for My Articles similar articles
Chemistry World
May 2011
Paul Docherty
Column: Totally Synthetic The ability to understand molecular structure is perhaps both our greatest skill and largest encumbrance as scientists. A quick glance at the structure of a target such as nanolobatolide tells us much about its connectivity and the manner in which it might react. mark for My Articles similar articles
Chemistry World
December 2008
Paul Docherty
Column: Totally Synthetic Pseudolaric acid B: regular readers of this column's online incarnation will have noticed that this is the second appearance for this particular synthesis. mark for My Articles similar articles
Chemistry World
October 1, 2012
Paul Docherty
Prostaglandin F2I There's been no shortage of grant funding for synthetic chemistry of the prostaglandins, keeping some of the finest minds in organic chemistry engaged over the last five decades. mark for My Articles similar articles
Chemistry World
June 1, 2012
Paul Docherty
atrop-Abyssomicin C This member of the abyssomicin family is the only one to achieve bacteria-bashing prowess, and is also the only one to feature atropisomerism -- a relatively unusual form of stereoisomerism in naturally occurring species mark for My Articles similar articles
Chemistry World
August 2010
Paul Docherty
Column: Totally Synthetic The total synthesis of macrolide targets is now a relatively mature field. Any synthesis that bucks these trends grabs attention, with a recent publication of dictyosphaeric acid A by Richard Taylor's team at the University of York, UK, a case in point. mark for My Articles similar articles
Chemistry World
December 2009
Paul Docherty
Column: Totally Synthetic What turns a good synthesis into a great synthesis are the steps surrounding that motif, something that Darren Dixon from the University of Oxford, UK, exemplifies with this synthesis of Nakadomarin A. mark for My Articles similar articles
Chemistry World
August 30, 2009
Phillip Broadwith
C-H oxidation proves its worth US researchers are going against the grain of total synthesis and developing new approaches to complex molecules. mark for My Articles similar articles
Chemistry World
February 27, 2012
Phillip Broadwith
Bending carbonyl reactivity rules Belgian chemists have uncovered a method to bypass the standard reactivity hierarchy of carbonyl compounds, allowing a ketone or ester to be reduced in the presence of a more reactive aldehyde. mark for My Articles similar articles
Chemistry World
July 2011
Paul Docherty
Column: Totally Synthetic At first glance rippertenol looks a mere hop-skip-and-jump from its parent. However, a more careful examination reveals a stray methyl group at C1, complicating the synthesis of an already tricky target. mark for My Articles similar articles
Chemistry World
January 28, 2015
Rubriflordilactone A It's likely that organic chemists have been practicing retrosynthesis in one form or another for at least a century, and certainly for decades before E J Corey formalized the concept in the mid-1990s mark for My Articles similar articles
Chemistry World
November 3, 2008
Simon Hadlington
Organic synthesis set for auto-pilot Peptides are routinely made by machines that couple together amino acid components. Could organic synthesis ever get this simple? mark for My Articles similar articles
Chemistry World
July 27, 2009
Simon Hadlington
Peer review by live blogging Blogging can immediately bring together expert opinion on a given topic. Poorly reviewed papers claiming novelty can be expected to be rapidly dissected in the blogosphere, as some chemists have found out. mark for My Articles similar articles