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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 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 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.  |
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 December 10, 2008 Simon Hadlington |
Alcohol enantiomer conundrum cracked UK chemists have discovered a straightforward new way to make chiral tertiary alcohols that gives selective access to either enantiomer.  |
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 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 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 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 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.  |
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.  |
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 June 8, 2014 David Bradley |
Carbon--carbon couplings go 3D Chemists have devised a new stereospecific coupling reaction for electron-rich aromatics using secondary and tertiary boronic esters that works under mild conditions.  |
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 March 2011 Paul Docherty |
Column: Totally Synthetic Discovered independently by two chemists in the 1870s, it's remarkable that 140 years later, science is still tweaking and improving the aldol reaction.  |
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 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 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 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.  |
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 February 22, 2008 James Mitchell Crow |
Rhodium Fast Tracks Route to Lactones Chemists in Canada have developed an efficient new way to make lactones, chemical components of many natural products and drugs.  |
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.  |
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 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 November 2011 Paul Docherty |
Column: Totally Synthetic Gelsemoxonine has an extra four-membered azetidine ring, making for a considerable synthetic challenge.  |
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.  |
Chemistry World August 16, 2009 Tom Bond |
Catalyst free carbon-carbon bond formation The method offers an environmentally friendly way to form one of the most important bonds in organic synthesis.  |
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 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  |
Chemistry World January 27, 2010 Simon Hadlington |
Fruity route to control asymmetric syntheses Chemists in the UK have discovered a quick, cheap and easy way to make a key sulfide reagent that can mediate the formation of chirally selective molecules needed for complex organic syntheses.  |
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 July 27, 2012 Paul Docherty |
Marinomycin A Faced with the term 'polymer', most people would consider man-made materials, primarily plastics as typical examples. However, as in so many cases, nature was ahead of chemists, as oligomeric and polymeric materials abound in life.  |
Chemistry World May 2012 Paul Docherty |
Column: Totally Synthetic Hopeanol and hopeahainol A  |
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 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 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.  |
Chemistry World August 29, 2012 Paul Docherty |
Amphidinolide F We're plunging into the marine depths to find natural products with prodigious biological activity. The amphidinolide family comprises over 30 members, varying in architecture but (almost) all featuring a complex and highly decorated macrolactone ring at the core.  |
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.  |
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 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 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 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.  |
Chemistry World February 21, 2008 Lewis Brindley |
Esters Made Easy with Indium Indium is the basis of a novel catalyst designed to make useful cyclic esters. This catalyst could greatly simplify the production of chiral dihydropyranones, important structural elements in many natural products and pharmaceuticals.  |
Chemistry World August 2008 Paul Docherty |
Column: Totally Synthetic Impersonating nature isn't easy, and biomimetic syntheses are remarkable in two senses.  |
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 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.  |
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.  |
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 January 22, 2014 Eleanor Merritt |
Designer esters for complex carbohydrates Scientists based in the US have developed a new strategy to simplify the chemical synthesis of complex carbohydrates.  |
Chemistry World February 2010 Paul Docherty |
Column: Totally Synthetic Palau'amine is an alkaloid which has stubbornly held off synthesis for over 15 years. Its nemesis comes in the form of Phil Baran at the Scripps Research Institute, La Jolla, US.  |