Rapid and stereochemically flexible synthesis of polypropionates: Super-silyl-governed aldol cascades
Polypropionates made EZ: The E/Z geometry of tris(trimethylsilyl)silyl super silyl enol ethers derived from propionaldehyde controls diastereoselectivity in the aldehyde crossed-aldol reaction. These silyl enol ethers can participate in polyaldol cascade reactions, thus allowing the one-pot synthesis of four different dipropionate stereotetrads (see scheme), and polyketides bearing up to five contiguous stereocenters.
Brady, Patrick B.,Yamamoto, Hisashi
p. 1942 - 1946
(2012/04/04)
THE DIMESITYLBORON GROUP IN ORGANIC SYNTHESIS 8. PREPARATION OF 1,3-DIOLS FROM OXIRANES
Alkyldimesitylboranes, yield anions, Mes2BCHR, that on reaction with oxiranes followed by oxidation give 1,3-diols.These anions are thus the operational equivalent of RCHOH.The scope and limitations of the new process are delineated.
Pelter, Andrew,Bugden, Gina,Rosser, Richard
p. 5097 - 5100
(2007/10/02)
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