A facile and stereoselective synthetic method for allylic 1,3-dienyl ethers

被引：8
|
作者：
Tayama, Eiji [1 ]
Sugai, Sayaka [1 ]
Hara, Masahiro [1 ]
机构：
[1] Niigata Univ, Grad Sch Sci & Technol, Niigata 9502181, Japan
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 43期
关键词：
allylic 1,3-dienyl ethers; 1,4-elimination; Wittig rearrangement; Claisen rearrangement; Cope rearrangement;
D O I：
10.1016/j.tetlet.2006.08.100
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The 1,4-elimination reaction of 1-allyloxy-4-methoxy-(2Z)-alkenes with n-butyllithium is shown to proceed in a marked preference to the [2,3] Wittig rearrangement to afford the allylic (1Z,M)-dienyl ethers in high stereoselectivities. The synthetic utility of this method is demonstrated by the Claisen rearrangement of the dienyl ethers thus obtained. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7533 / 7535
页数：3
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