- Divergent Synthesis of Dihydropyranone Stereoisomers via N-Heterocyclic Carbene Catalysis
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We recently developed a novel chiral N-heterocyclic carbene (NHC) catalyzed dynamic kinetic enantioselective acylation (DKEA) and dynamic kinetic diastereoselective acylation (DKDA) of Achmatowicz rearrangement products to generate useful intermediates for the further synthesis of carbohydrates. In this update, we describe a divergent NHC catalytic strategy for the stereoselective preparation of all four isomers starting from a common racemic precursor. The present report provides easy access to diverse optically pure dihydropyranones. (Figure presented.).
- Zhao, Changgui,Wang, Jian
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supporting information
p. 1668 - 1672
(2019/02/19)
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- Synthesis of a highly functionalized core of verrillin
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An efficient stereoselective synthesis of furanoverrillin (5), a highly functionalized core of verrillin (1), is reported. The synthetic strategy is based on constructing bicyclic lactone 17 prior to the 10-membered ring macrocyclization. The effect of the C4 methyl group on the furan reactivity is also discussed.
- Saitman, Alec,Theodorakis, Emmanuel A.
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p. 2410 - 2413
(2013/06/27)
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- Gold catalysis: Non-spirocyclic intermediates in the conversion of furanynes by the formal insertion of an alkyne into an aryl-alkyl C-C single bond
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It takes al-kynes: The formation of furyl-substituted heterocycles from furanynes with donor groups on the furan-alkyne tether and mechanistic control experiments indicate the involvement of open-chained carbenium ions in the overall insertion of an alkyne into a C-C bond, rather than the usual spirocyclic intermediates (see scheme). Copyright
- Hashmi, A. Stephen K.,Haeffner, Tobias,Yang, Weibo,Pankajakshan, Sreekumar,Schaefer, Sascha,Schultes, Lara,Rominger, Frank,Frey, Wolfgang
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supporting information
p. 10480 - 10486
(2012/11/07)
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- Cyclic ketone derivatives and their medical applications
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The present invention relates to cyclic ketones represented by the following formula and to drugs in which an effective component is such a cyclic ketone or a pharmacologically acceptable salt thereof.The cyclic ketones of the present invention encourage the production of blood platelets, leukocytes and erythrocytes, and can be employed in the prevention or treatment of cytopaenia brought about by cancer chemotherapy, radiotherapy or drug therapy, or by immunological abnormality, anaemia and the like.
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- High-pressure and thermally induced intramolecular Diets-Alder reactions of furfuryl fumarates. Influence of tether substituents on diastereoselectivity
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Asymmetric intramolecular Diels-Alder (IMDA) reactions of optically active furfuryl fumarates result after crystallization in enantiopure 7-oxabicyclo[2.2.1]heptene derivatives that may be useful building blocks for natural product synthesis. The influenc
- Butz, Thomas,Sauer, Juergen
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p. 703 - 714
(2007/10/03)
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