Palladium catalyzed stereospecific allylic substitution of 5-acetoxy-2(5H)-furanone and 6-acetoxy-2H-pyran-3(6H)-one by alcohols

被引：38
|
作者：
van der Deen, H [1 ]
van Oeveren, A [1 ]
Kellogg, RM [1 ]
Feringa, BL [1 ]
机构：
[1] Univ Groningen, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 09期
关键词：
D O I：
10.1016/S0040-4039(98)02683-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantiomerically pure 5-acetoxy-2(5H)-furanone and 6-acetoxy-2H-pyran-3(6H)-one are converted into 5-alkoxy-2(5H)-furanones and 6-alkoxy-2H-pyran-3(6H)-ones by a palladium catalyzed allylic substitution. The reactions proceed with nearly complete retention of configuration, resulting in products with ee's of 95%. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1755 / 1758
页数：4
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