γ-三氟甲基烯丙醇的短立体选择性合成路线：通过重排生成季碳三氟甲基取代的化合物。

Short stereoselective route to gamma-CF3 allylic alcohols: rearrangements with creation of quaternary CF3-substituted carbons.

作者信息

Bouvet D, Sdassi H, Ourevitch M, Bonnet-Delpon D

机构信息

BioCIS, UPRES A-8076, Centre d'Etudes Pharmaceutiques, Chatenay-Malabry, France.

出版信息

J Org Chem. 2000 Apr 7;65(7):2104-7. doi: 10.1021/jo991702d.

DOI:10.1021/jo991702d

PMID:10774032

Abstract

A concise preparation of tetrasubstituted hindered functionalized CF3-olefins 2-7 from corresponding enol ether 3 is described. Geometrically pure gamma-CF3, gamma-alkyl allylic alcohols thus prepared could undergo Claisen-type rearrangements and provide, in good yields, carboxylic esters and amides containing a beta- quaternary CF3-substituted carbon.

摘要

本文描述了一种由相应的烯醇醚3简洁地制备四取代受阻官能化CF3-烯烃2-7的方法。由此制备的几何纯γ-CF3、γ-烷基烯丙醇可进行克莱森型重排，并以良好的产率提供含有β-季碳CF3取代基的羧酸酯和酰胺。