烯丙基金属有机化合物与不对称合成有机化学.pdfVIP

有机化学 γOUJI HUAXUE , 1990, 10 , 193-208 综述与进麟 烯丙基金属有机化合物与不对称合成 i洪亚平 (滑铁卢大学，滑铁卢îìi ， 安大略省，加拿大， NzL 3Gl) 摘要g 本文综述了烯丙基金属有机化合物在不对称合成领域中的进展和应用，并讨论了有关亲核加成反应立体控 制的反应机理等问题。 叙调z 烯丙基金属有机化合物，膛，不对称合成，亲核加成反应 Allylic Metal Compounds in Asymmetric Synthesis HONG Ya-Ping (Department of Chemistr), University 01 Waterloo, Waterloo. Ontario, Canada N2L 3G1) Abstract: The recent developments and applications of a l1ylic metal compounds in asymmtric synthesis are reviewed , and the related mechanisms of the nncleophilic additions to aldehydes are also described. Descriptor: allyic organometallic compounds , aldehydes , asymmtric synthesis , nucleophilic addition 1. Introductiòn During the 1a5t decade , many remarkable methodologies have b阳n developed in organic synthesis , especi司lly in asymmetric synthesis.[ll One of the .relat~d challenging problems. is acyc1ic stereocontrol by establishing two new chiral centres in a one-step reaction , which involves the synthesis of conformationally non-rigid complex molecules , such as macrolides and polyether antibioticsYl Compounds 1 and 2 are typical examples. The solution for this problem is to use the addition reaction of metal enolates[31 or allylic metal derivatives[41 to aldehydes (Scheme 1). N儿γ;:fJJ0日 1 ~eco aCld of Erythronolide B. 2 Erytbroøolide A 1988 年4 月 23 日收稿， 1988 年 6 月 16 日修回。 194 有机 化 学 1990 年 一 OM