ChemInform Abstract: Asymmetric Synthesis of (+)-Dihydrokawain-5-ol.
Abstract
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ChemInform Abstract
Starting from enantiomerically pure furan (I), recently prepared by a highly diastereoselective aldol condensation, the carbonyl group in an anomeric mixture of pyranone (IV) is reduced in a highly stereoselective manner to give alcohol (V) as major diastereomer (88% d.e.), with cis relationship of the OH and phenethyl groups. The pure diastereomer is isolated as an almost single β-anomer and further converted to the target kawain derivative.