학술논문
An enantioselective synthetic route to atractyligenin using the oxazaborolidine-catalyzed reduction of beta-silyl- or beta-stannyl-substituted alpha, beta-enones as a key step
Document Type
Academic Journal
Source
Journal of the American Chemical Society. Dec 10, 1997, Vol. 119 Issue 49, p11769, 8 p. table
Subject
Language
ISSN
0002-7863
Abstract
A novel catalytic enantioselective synthetic path to the bicyclic tetraene ester, for synthesis of adenosine diphosphate transport inhibitor atractyligenin, is described. The oxazaborolidine-catalyzed (CBS) reduction of an achiral beta-stannyl-substituted alpha, beta-enone was extended, and a chiral allylic alcohol was formed, leading to the triene acid. A four-step sequence was used for the conversion of the triene acid to a bicyclic tetraene ester.