OXIDATIVE REARRANGEMENTS OF TERTIARY CYCLOPROPYLCARBINOLS LEADING TO BETA,GAMMA-UNSATURATED KETONES - SIMPLE APPROACH TO 1,4-CARBONYL TRANSPOSITION

被引：26

作者：

WADA, E

OKAWARA, M

NAKAI, T

机构：

[1] TOKYO INST TECHNOL,DEPT CHEM TECHNOL,MEGURO KU,TOKYO 152,JAPAN

[2] TOKYO INST TECHNOL,RESOURCES UTILIZAT RES LAB,MIDORI KU,YOKOHAMA 227,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 16期

关键词：

D O I：

10.1021/jo01330a032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidation of tertiary 2-alkylcyclopropylcarbinols with pyridinium chlorochromate results in oxidative homoallylic rearrangement to the corresponding β,γ-unsaturated ketones, making the overall process a synthetically useful method for 1, 4-carbonyl transposition. © 1979, American Chemical Society. All rights reserved.

引用

页码：2952 / 2954

页数：3

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AHLBRECHT H, 1973, SYNTHESIS-STUTTGART, P417

[2] FACILE METHOD FOR BIS-HOMOLOGATION OF KETONES TO ALPHA,BETA-UNSATURATED ALDEHYDES - APPLICATION TO SYNTHESIS OF CYCLOHEXANOID COMPONENTS OF BOLL-WEEVIL SEX ATTRACTANT [J].