Hydroamination of olefin in a special conjugated spiroketal enol ether system, diastereoselective synthesis of amino-containing tonghaosu analogs

被引：12

作者：

Yin, BL ^{[1
]}

Hu, TS ^{[1
]}

Wu, YL ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 09期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/j.tetlet.2003.11.106

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lithium amide reacted with spiroketal enol ether characterized tonghaosu analog at -78degreesC to give the only hydroamination product 4 in a highly regio- and diastereoselective manner. At a higher temperature, -40degreesC, the presence of free amine was critical for the hydroamination to take place; otherwise, rearrangement of tonghaosu analog to 2,3-dihydrofuran derivative like 6 was the only reaction. (C) 2004 Published by Elsevier Ltd.

引用

页码：2017 / 2021

页数：5