Highly stereoselective allylation of aldehydes with pentacoordinate allylsilicates in hydroxylic media. Discrimination between linear and. alpha.-branched alkanals

M Kira, K Sato, H Sakurai

文献索引：Kira; Sato; Sakurai Journal of the American Chemical Society, 1990 , vol. 112, # 1 p. 257 - 260

全文：HTML全文

被引用次数: 54

摘要

AM & Allylation of aldehydes with allyltrifluorosilanes in the presence of a wide variety of hydroxy compounds and triethylamine gave the corresponding homoallyl alcohols in regio- and stereospecific manner. Pentacoordinate allylsilicates are suggested as intermediates. The present reagent system can discriminate linear from a-branched alkanals. The structure and reactivity relationship in pentacoordinate allylsilicates is discussed in terms of Lewis ...