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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 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 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 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 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 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 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 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 June 2008 Paul Docherty |
Column: Totally Synthetic Harvard University's David Evans is renowned for his prowess with an aldol reaction, and he has used the endlessly flexible transformation to make a diverse range of natural products. |
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 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 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 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 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 25, 2008 Lewis Brindley |
Slick synthesis to sea sponge structure Chemists in the US have devised a new route to (-)-cyanthiwigin F, a complex biomolecule active against tumors |
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 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 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 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 November 24, 2011 Elinor Richards |
Blocking cancer's path A concise synthesis of the natural product rasfonin could reignite interest in this molecule as a tool to develop cancer drugs, say scientists from the Netherlands. |
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 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 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 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 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 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 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 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 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 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 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. |
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. |
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 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 May 2012 Paul Docherty |
Column: Totally Synthetic Hopeanol and hopeahainol A |
Chemistry World August 20, 2008 |
Gold's Magic Number A new gold catalyst developed by UK chemists can catalyse hydrocarbon oxidation, using O 2 as the only oxidant. But catalyst particle size is critical - above 2nm diameter, the catalyst loses all activity. |
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. |
Chemistry World August 2008 Paul Docherty |
Column: Totally Synthetic Impersonating nature isn't easy, and biomimetic syntheses are remarkable in two senses. |
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 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 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 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 August 1, 2013 James Urquhart |
Total synthesis outshines biotech route to anticancer drug US scientists have developed the first efficient and scalable route for the total synthesis of ingenol -- a plant-derived diterpenoid used to treat precancerous skin legions. |
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 |
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 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 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 November 17, 2008 Simon Hadlington |
Catalyst flexes for extra control US chemists have developed a new type of catalyst capable of exerting high stereochemical control over olefin metathesis reactions |
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 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 |