Tetrahedron

Studies for the enantiocontrolled preparation of substituted tetrahydropyrans: applications for the synthesis of leucascandrolide A macrolactone

DR Williams, SV Plummer, S Patnaik

文献索引：Williams, David R.; Plummer, Scott V.; Patnaik, Samarjit Tetrahedron, 2011 , vol. 67, # 27-28 p. 5083 - 5097

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被引用次数: 10

摘要

Abstract Strategies for the stereocontrolled preparations of 2, 6-cis-and 2, 6-trans-substituted tetrahydropyrans have been devised. These studies have explored methodology for asymmetric induction in SE′ reactions using chiral 1, 3, 2-diazaborolidine controllers. Reactions with aldehydes at− 78 C yield nonracemic 1, 5-diols for chemoselective internal backside displacements. This concept is developed as a flexible and reliable strategy in ...