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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
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
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
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
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
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
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
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
January 2009
Paul Docherty
Column: Totally Synthetic In the search for new biologically active natural products, sometimes a team isolating a new compound family will be lucky enough to find one active member. mark for My Articles similar articles
Chemistry World
January 2, 2013
Paul Docherty
Flueggine A One of the most prolific sources of biologically active natural products is traditional medicines -- whose active components can be exceptionally potent. The Euphorbiaceae family of plants is a productive source of medicinal targets, including the Securinega alkaloids. mark for My Articles similar articles
Chemistry World
May 8, 2014
Mandelalide A The recent synthesis of the proposed structure of mandelalide A is a good example of a well-designed route that seamlessly integrates some cutting-edge chemistry. 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
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
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
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
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
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
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
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
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
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
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
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
September 2011
Paul Docherty
Column: Totally Synthetic Corey Stephenson of Boston University is an expert a type of reaction called photochemical reduction-oxidation. He has charmed photons into performing many chemical tricks, but one is a photoredox dehalogenation using blue light and a ruthenium bipyridyl catalyst. 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
July 30, 2014
Psylloborine A It's a somewhat surprising assertion that almost a fifth of natural products are thought to include a dimerization step somewhere in their biosynthesis. mark for My Articles similar articles
Chemistry World
September 20, 2007
Lewis Brindley
New Catalyst Rings the Changes Organic chemists in the US have developed a method to control the stereochemistry of a useful intramolecular Diels-Alder reaction. 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 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
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
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
February 28, 2013
Paul Docherty
Lyconadin A Since its isolation from the clubmoss Lycopodium complanatum in 2001, lyconadina A has been party to three total syntheses. All that interest stems from anti-Alzheimer's activity attributed to the lycopodium family. 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
September 2010
Paul Docherty
Column: Totally Synthetic After a target has been synthesised, and the question of 'can we make this?' has been answered, perhaps the most important remaining question is 'how did nature make it?' 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 2010
Carbon Couplers Take the Prize Three giants of organic chemistry, who pioneered palladium-catalysed cross coupling reactions, have shared this year's Nobel prize. 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
May 29, 2015
Derek Lowe
Magic molecule modifiers The synthesis of a new organic molecule can be approached in several ways. mark for My Articles similar articles
Chemistry World
May 2012
Paul Docherty
Column: Totally Synthetic Hopeanol and hopeahainol A mark for My Articles similar articles
Chemistry World
January 2012
Paul Docherty
Column: Totally Synthetic What a Japanese team demonstrates in this synthesis of dragmacidin D is the state of the art, uniting all the key fragments using C-H bond couplings. 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
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
August 22, 2014
Derek Lowe
Death of a reagent Anyone who's been practicing organic chemistry for a while can think back to reactions and reagents that were once in far wider use than they are today. mark for My Articles similar articles
Chemistry World
July 2010
Paul Docherty
Column: Totally Synthetic Isolated in 1986, the steroid family of aplykurodinones have shown selective cytotoxicity in a variety of cancer cell lines, and add to the phenomenal list of steroids with potent medicinal properties. mark for My Articles similar articles
Chemistry World
September 2009
Paul Docherty
Column: Totally Synthetic Maduropeptin chromophore (the active component of a chromopore-protein complex, noted as for its potent antitumor and antibiotic activity) is built of two distinct domains mark for My Articles similar articles
Chemistry World
July 27, 2015
(--)-Jiadifenolide I believe that Ryan Shenvi's could well be the last synthesis we see of the popular neurotrophic agent jiadifenolide, at least for some time. 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
March 22, 2013
Paul Docherty
Acutumine A burgeoning class of natural products has been found to restrain the immune system. Acutumine is a relatively recent addition to this collection, even though it was first isolated in the 1920s. The potential of these targets has not gone unnoticed in the synthetic community. mark for My Articles similar articles
Chemistry World
November 27, 2008
Lewis Brindley
Bryostatin Synthesis Made Simple US chemists have dramatically shortened the synthesis of byrostatin 16, one of a family of natural products that show promising activity against cancer but can't easily be extracted from nature or made artificially. mark for My Articles similar articles