Asymmetric cyclization-carbonylation of cyclic-2-methyl-2-propargyl-1,3-diols

被引:39
作者
Kato, K
Tanaka, M
Yamamoto, Y
Akita, H
机构
[1] Toho Univ, Sch Pharmaceut Sci, Funabashi, Chiba 2748510, Japan
[2] Toho Univ, Fac Sci, Dept Chem, Funabashi, Chiba 2748510, Japan
关键词
D O I
10.1016/S0040-4039(02)00049-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first example of asymmetric cyclization-carbonylation of cyclic-2-methyl-2-propargyl-1,3-diols 1 catalyzed by palladium(II) with chiral bisoxazolines was investigated. The reaction of 1 in the presence of palladium(II)-chiral ligands/p-benzoquinone in methanol at 0 to -45degreesC under carbon monoxide atmosphere (balloon) afforded (E)-bicyclic-beta-alkoxyacrylates 2 in excellent yields with moderate enantioselectivities. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1511 / 1513
页数:3
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