From allylic alcohols to saturated carbonyls using Fe(CO)5 as catalyst:: scope and limitation studies and preparation of two perfume components

被引：58

作者：

Cherkaoui, H

Soufiaoui, M

Grée, R

机构：

[1] Ecole Natl Super Chim Rennes, Lab Synth & Activat Biomol, CNRS, UMR 6052, F-35700 Rennes, France

[2] Univ Mohammed V, Fac Sci, Lab Chim Plantes & Synth Organ & Bioorgan, Rabat, Morocco

来源：

TETRAHEDRON | 2001年 / 57卷 / 12期

关键词：

allylic alchols; isomerization; catalysis; iron;

D O I：

10.1016/S0040-4020(01)00114-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The direct conversion of allylic alcohols to saturated carbonyls, using Fe(CO)(5) as a catalyst, offers good synthetic potential. Mono-, di- and even trisubstituted alkenes bearing various alkyl, aryl and electronwithdrawing groups on the allylic system give good to excellent yields of rearranged products. Limitations occur mainly with polyunsaturated derivatives. This reaction was applied to a short and efficient synthesis of cyclamen aldehyde and foliaver. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：2379 / 2383

页数：5