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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. |
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. |
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. |
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. |
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. |
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. |
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. |
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. |
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. |
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 |
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. |
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. |
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. |
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. |
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. |
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. |
Chemistry World January 2011 Paul Docherty |
Column: Totally Synthetic Although the story is incomplete, the target is a worthy challenge - leiodolides A and B have powerful activity and selectivity against NI60 tumour cells, and may lead to therapeutic agents. |
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!). |
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. |
Chemistry World November 2, 2015 |
Batzelladine B Of all the diverse substances that nature produces, the alkaloids -- small molecules containing basic nitrogen -- have had the greatest impact on human history and health. |
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. |
Chemistry World May 1, 2013 Paul Docherty |
Kingianin A The capacity for nature to astonish me with architectural ingenuity has remained undimmed. One glance at the kingianin family of natural products did this again -- the remarkable and unusual cyclobutane functionality kindling thoughts of 'how the hell..?' |
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. |
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. |
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?' |
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. |
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. |
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. |
Chemistry World December 20, 2007 Richard Van Noorden |
Off-the-Peg Organic Synthesis Goes Commercial Chemists have created an efficient way to make small molecules by repeatedly using just one coupling reaction to clip together pre-prepared chemical fragments is going commercial. |
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 |
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. |
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 |
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. |
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. |
Chemistry World October 2011 Paul Docherty |
Column: Totally Synthetic Antioxidants are not only found in human cells, but also in bacterial cell walls - and a good example is synechoxanthin. |
Chemistry World November 2010 Paul Docherty |
Column: Totally Synthetic Perhaps the most familiar (and dull - they do say that familiarity breeds contempt.) chemical reaction to medicinal chemists is the amide bond formation. |
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. |
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. |
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. |
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 |
Chemistry World September 6, 2006 Michael Gross |
Selective Shortcut Chemists have developed a simple catalyst that speeds up the synthesis of a chiral protected building block used in many complex syntheses. |
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. |
Chemistry World April 14, 2009 Lewis Brindley |
Osmium and pyridine ring together Organic chemists in China have found a way to put osmium into a pyridine ring - leading to the synthesis of the first metallapyridinium complex. |
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. |
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? |
Chemistry World June 1, 2006 Michael Gross |
New Twists on Catalysis Chemists around the world have discovered several new twists to improve the performance of asymmetric catalysts in hydrogenation reactions. |
Chemistry World May 29, 2015 Derek Lowe |
Magic molecule modifiers The synthesis of a new organic molecule can be approached in several ways. |
Chemistry World July 27, 2012 Samantha Cheung |
A sweeter approach to sugar synthesis Sugar chemists have developed a highly efficient synthetic pathway to produce a variety of oligosaccharides from scratch. |
Chemistry World March 25, 2011 Simon Hadlington |
New synthesis for chiral anticancer compound The promising anticancer compound nutlin-3 is likely to become more widely available to researchers thanks to a new synthetic protocol developed by US chemists. |
Chemistry World October 11, 2012 Ian Le Guillou |
Turbo-charged Diels-Alder reaction The Diels - Alder reaction is one that sticks in the mind of even the most reluctant chemistry student -- there is a certain elegance in the ring formation from an alkene and diene. |