PCC-mediated novel oxidation reactions of homobenzylic and homoallylic alcohols

被引：35

作者：

Fernandes, RA ^{[1
]}

Kumar, P ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem Technol, Pune 411008, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 06期

关键词：

D O I：

10.1016/S0040-4039(02)02784-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new PCC-mediated carbon-carbon bond cleavage reaction during oxidation of homobenzylic alcohols leading to the formation of benzylic carbonyl compounds has been observed. Homobenzylic alcohols with no benzylic substitution (R-1=H) gave benzylic aldehydes without further oxidation, while those with benzylic substitution (R-1=Me, Et, Ar) gave benzylic ketones. In contrast, homoallylic alcohols gave products arising from double bond migration, cis- to trans-olefin isomerization and/or allylic oxidation. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1275 / 1278

页数：4

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