Asymmetric synthesis of trans-3,4-dialkyl-γ-butyrolactones via an acyl-claisen and iodolactonization route

被引：45

作者：

Xu, Q ^{[1
]}

Rozners, E ^{[1
]}

机构：

[1] Northeastern Univ, Dept Chem & Chem Biol, Boston, MA 02115 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 14期

关键词：

D O I：

10.1021/ol050578j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new, efficient, and general asymmetric synthesis of enantiomerically pure trans-3,4-dialkyl-,gamma-lactones has been developed. The key steps are (1) copper-catalyzed three-component coupling of chiral amine, aldehyde, and alkyne, (2) acyl-Claisen rearrangement, and (3) iodolactonization. The products, chiral gamma-lactones, are versatile synthetic intermediates and structural units of natural products and modified nucleosides.

引用

页码：2821 / 2824

页数：4

共 24 条

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