STEREOSPECIFIC LEWIS ACID-CATALYZED METHANOLYSIS OF STYRENE OXIDE

被引：45

作者：

MOBERG, C

RAKOS, L

TOTTIE, L

机构：

[1] Department of Organic Chemistry, Royal Institute of Technology

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 16期

关键词：

STYRENE OXIDE; RING-OPENING; LEWIS ACID CATALYSIS; SNCL4; ENANTIOSPECIFIC;

D O I：

10.1016/0040-4039(92)88174-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The methanolysis of (R)-styrene oxide catalyzed by SnCl4 has been found to proceed with complete regioselectivity with nucleophilic attack at the benzylic position, and with inversion of configuration at the benzylic carbon as the predominant stereochemical course, affording (S)-2-methoxy-2-phenylethanol (95% ee) in high yield.

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页码：2191 / 2194

页数：4

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