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NNNS chemistry blog: The thermoresponsive microjet

http://chem.vander-lingen.nl/articles/The_thermoresponsive_microjet/id/126/itemid/761

27 March 2014 - Making It move XIV. In our ongoing making-it-move coverage (previous episode here. Now the thermoresponsive microjet as reported by Magdanz here. We have seen hydrogen peroxide. Metal / vesicle based micro-swimmers before but the dimension added is on-demand weaponisation. Key is the vesicle construction material. It consists of a polymer bilayer of poly(N-isopropylacrylamide-4-acryloylbenzophenone) (PNIPAM-BA) dip-coated. This film was cross-linked. By irradiation across a photo-mask.

chem.vander-lingen.nl

NNNS chemistry blog: Oseltamivir number 27

http://chem.vander-lingen.nl/articles/Oseltamivir_number_27/id/126/itemid/491

18 January 2010 - Organic Chemistry. Osato et al. ( DOI. Have signed on for Oseltamivir total synthesis. Number 27 (previous episode here. Even though it is clear by now that the drug Tamiflu is totally ineffective against the dreaded swine flu. Nevertheless this particular synthesis has several interesting features notably its start from humble and widely available ribose. And an Appel reaction. Replaces the alcohol group with iodine in 3. The next step is a zinc initiated Bernet-Vasella reaction.

chem.vander-lingen.nl

NNNS chemistry blog: Oseltamivir synthesis latest

http://chem.vander-lingen.nl/articles/Oseltamivir_synthesis_latest/id/126/itemid/438

28 April 2009 - synthesis 17 to 19. Back in the news this week : oseltamivir. Tamiflu) in high demand as a last defence against the swine flu. Aka Mexican flu). So time for an update on oseltamivir total synthesis. See previous post here. Yamatsugu et al. ( DOI. Start their synthesis (not the first one from this group) with an asymmetric Diels-Alder reaction. FuijCAPO, and barium isopropoxide. The resulting dicarboxylic acid is reacted with DPPA. And this step is followed by Curtius rearrangement. 36% yi...

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NNNS chemistry blog: cheap acetylene - Star anise - Make it move - olefin hydroamination

http://chem.vander-lingen.nl/info/item/May_2015/id/238/mid/238

Tweet to @NNNS chemistry. 22 May 2015 - Organic chemicstry. Latest from the Baran laboratory: Olefin hydroamination. (Gui et al. DOI. Key ingredients: an alkene. And a nitro arene together with triphenylsilane. 2 eq), ferric acetylacetonate. 30 mole%), zinc, HCl and ethanol. The product: the alkylated amine. Product optimisation and substrate scope are all accounted for but where is the reaction mechanism. Relax, it is hidden in the supplementary info (350 pages! Walk like an inchworm. Walking or self-dr...

chem.vander-lingen.nl

NNNS chemistry blog: Phase-vanishing reactions

http://chem.vander-lingen.nl/articles/Phase-vanishing_reactions/id/126/itemid/386

6 October 2008 - overview updated 20 Oct. Phase-vanishing reactions are triphasic reactions with a middle organofluorine. Phase through which reagent is slowly transported from the dense bottom-reagent phase to the phase on top containing substrate. As a result the reaction can be moderate and easier to control and at completion the reagent phase has vanished. This concept as introduced in 2002 by Ryu et al. ( DOI. Can be demonstrated in a very simple experiment. Bromine. High density), perfluorohexane.

chem.vander-lingen.nl

NNNS

http://chem.vander-lingen.nl/info/item/November_2014/id/232/mid/232

Tweet to @NNNS chemistry. New in asymmetric photochemistry. 22 November 2014 - Origins. Rijeesh et al. report a novel photoinduced enantioselective reaction. It has been done before: in 1971 Kagan directed circularly polarized light. CLP) at a complex hydrocarbon forming a chiral helicene. The CLP handedness matched that of the helicene handedness. In the novel reaction the substrate is azobenzene. EE By CLP irradiation EE isomerizes. And a recent chiral nanowire ( DOI. 15 November 2014 - The hard truth.