Stereoselective reduction of. gamma.-oxobutanoic acids using DIBAL-H and zinc chloride

…, MA Bernstein, RN Young, TR Verhoeven

文献索引：Frenette, R.; Monette, M.; Bernstein, M. A.; Young, R. N.; Verhoeven, T. R. Journal of Organic Chemistry, 1991 , vol. 56, p. 3083 - 3089

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被引用次数: 37

摘要

A variety of y-aromatic y-ketobutanoic acids can be reduced selectively, under optimized conditions, by the use of DIBAL-H and ZnC1, to provide the (RS, SR)-y-aryl-y-hydroxy-8- methylbutanoic acids. Further evidence has been gathered to support the hypothesis that the reaction proceeds by formation of a seven-membered ring complex with the aluminium or zinc atom bridging the ketone and carboxyl groups which preceeds the reduction step ...