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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 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 December 2011 Paul Docherty |
Column: Totally Synthetic An important subclass of marine neurotoxins contains spirocyclic imines. Larger examples such as the pinnatoxins have tended to hog the limelight, but the increasingly prolific Daniel Romo has focused his sights on gymnodimine - a slightly smaller family member.  |
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 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 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 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 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 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 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 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 September 2, 2013 Paul Docherty |
Steviol A discussion is presented on new ways to synthesize the diterpenoid steviol.  |
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 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 November 2011 Paul Docherty |
Column: Totally Synthetic Gelsemoxonine has an extra four-membered azetidine ring, making for a considerable synthetic challenge.  |
Chemistry World February 4, 2011 Elinor Richards |
Strychnine in just six steps Strychnine, best known as a poison but also used medicinally as a stimulant, can now be synthesised in just six steps, say US scientists.  |
Chemistry World January 24, 2013 Paul Docherty |
Hyperforin Studies of St John's wort have found several biologically active ingredients, but the primary agent is hyperforin, a potent inhibitor of several neurotransmitters.  |
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 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.  |
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 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 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 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 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.  |
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 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 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 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 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 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 July 16, 2009 Simon Hadlington |
Strange vibrations Researchers in Taiwan have shown that in a relatively simple molecular system the induced vibrations can inhibit the breaking of the bond and slow the reaction down.  |
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 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 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 10, 2008 Mark Peplow |
'Pot-in-a-Pot' Technique Makes Impossible Cascade Reactions Easy A simple technique that nests a series of reaction vessels could help chemists avoid the tedium and expense of purifying organic compounds after each step of a long synthesis.  |
Chemistry World October 1, 2014 Karl Collins |
Twisting activity from amides When I think of asymmetric aldol reactions, what immediately springs to mind is using boron to control enolate geometry and chiral auxiliaries to impart facial selectivity in the addition step.  |
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 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 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.  |
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 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 October 29, 2014 |
Lycopodium alkaloids Not all natural products are created equal. A glance at the total synthesis literature from the past decade is enough to discover that some molecules attract a lot more attention than others.  |
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 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 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 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 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 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 25, 2011 David Barden |
Rapid Route to Huperzine A US chemists have devised an efficient synthesis of a natural product with great potential as a protectant against chemical warfare agents and in the treatment of Alzheimer's disease.  |
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.  |