Stereoselective [2+2] photocycloaddition of acetylene to chiral 2(5H)-furanones

被引：10

作者：

Alibés, R ^{[1
]}

de March, P ^{[1
]}

Figueredo, M ^{[1
]}

Font, J ^{[1
]}

Racamonde, M ^{[1
]}

机构：

[1] Univ Autonoma Barcelona, Dept Quim, Bellaterra 08193, Spain

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 38期

关键词：

photochemical cycloadditions; acetylene; furanones; diastereoselection; cyclobutenes;

D O I：

10.1016/S0040-4039(01)01374-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The photochemical [2+2] cycloaddition of acetylene to chiral 2(5H)-furanones is investigated. The effect of the substituent at the stereogenic center of the lactone on the chemical yield and facial diastereo selectivity is evaluated. Using a C-2-symmetric bis-lactone as substrate, a diastereomeric excess higher than 98% is found. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6695 / 6697

页数：3

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