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.
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页码：2821 / 2824
页数：4
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