Hydroxyacids as efficient chiral spacers for asymmetric intramolecular [2+2] photocycloadditions

被引：25

作者：

Faure, S ^{[1
]}

PivaLeBlanc, S ^{[1
]}

Piva, O ^{[1
]}

Pete, JP ^{[1
]}

机构：

[1] UNIV REIMS, UA CNRS, LAB REARRANGEMENTS THERM & PHOTOCHIM, F-51687 REIMS 2, FRANCE

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 06期

关键词：

D O I：

10.1016/S0040-4039(96)02499-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An indirect and efficient enantioselective [2+2] photocycloaddition between 3-carboxycyclohex-2-enone and allyl alcohol, involving a three step sequence. is described. When the reagents are linked by covalent bonds to a chiral spacer such as L-lactic or (R)-3-hydroxybutyric acids, the corresponding photocycloadducts are isolated in high yields. with very high regio and diastereostereoselectivies. The reaction affords polyfunctional cyclobutanes as pure enantiomers. (C) 1997, Elsevier Science Ltd.

引用

页码：1045 / 1048

页数：4

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