De novo synthesis of galacto-sugar δ-lactones via a catalytic osmium/palladium/osmium reaction sequence

被引：25
作者：
Ahmed, MM [1 ]
O'Doherty, GA [1 ]
机构：
[1] W Virginia Univ, Dept Chem, Morgantown, WV 26506 USA
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 17期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
D O I：
10.1016/j.tetlet.2005.03.029
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly efficient route to various 1,5-galacto-sugar lactones from dienoates has been developed by using three catalytic reactions. These reactions include (i) an enantioselective osmium-catalyzed dihydroxylation, (ii) a regio- and diastereoselective palladium-catalyzed pi-allyl alkylation with p-methoxyphenol for alcohol differentiation and protection, and (iii) a diastereoselective dihydroxylation that can be improved using matched emantioselective osmium-catalyzed dihydroxylation condition. (c) 2005 Elsevier Ltd. All rights reserved.
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收藏
页码：3015 / 3019
页数：5
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