Weinreb酰胺在有机合成中的应用进展有机化学.pdfVIP

DOI: 10.6023/cjoc201407032 综述与进展 有机化学 Chinese Journal of Organic Chemistry REVIEW Weinreb 酰胺在有机合成中的应用进展 赵 蔚a 刘 伟*,b (a 天津科技大学材料科学与化学工程学院 天津 300457) (b 天津科技大学理学院 天津 300457) 摘要 N- 甲氧基-N- 甲基酰胺, 自从被发现后广泛称为 Weinreb 酰胺(WAs), 具有与一般酰胺不同的反应特性. 它既可 与有机锂或镁试剂反应作为一种优秀酰基化试剂, 又可作为醛基等价体. 由于其作为合成砌块在大量有机合成反应中 被使用, 综述了 Weinreb 酰胺的制备及其新合成应用. 关键词 Weinreb 酰胺; 合成砌块; 等价体; 醛; 酮; 格氏试剂 Progresses of Weinreb Amides in Organic Synthesis Zhao, Weib Liu, Wei*,a (a College of Sciences, Tianjin University of Science Technology, Tianjin 300457) (b College of Material Science and Chemical Engineering, Tianjin 300457) Abstract N-Methoxy-N-methylamides, now popularly called Weinreb amides (WAs) after their discovery, have surfaced as amides with a difference. This amide has served as an excellent acylating agent for organolithium or organomagnesium rea- gents and as an effective equivalent for an aldehyde group. These two aspects have been exploited exhaustively in many syn- thetic strategies. The growing synthetic utility and preparation of the Weinreb amides are reviewed. Keywords Weinreb amides; building block; equivalents; aldehydes; ketones; Grignard agent 自从1981 年, Nahm 和 Weinreb 两位科学家发现 N- 复杂天然产物中, 大量文献报道了 WAs 可与金属有机 [1] 试剂得到酮; (3)可放大反应; (4) WAs 稳定且易贮藏. 甲氧基-N- 甲基酰胺后 , 即 Weinreb 酰胺(WAs)经二十 多年发展, 其作为酰化试剂已被广泛应用于有机合成