Addition of bis-sulfinyl anions to ketones:: Stereoselective synthesis of allylic alcohols through Evans-Mislow rearrangement based domino reactions

被引：12

作者：

Brebion, Franck ^{[1
]}

Najera, Francisco ^{[1
]}

Delovrie, Benedicte ^{[1
]}

Lacote, Emmanuel ^{[1
]}

Fensterbank, Louis ^{[1
]}

Malacria, Max ^{[1
]}

机构：

[1] Univ Paris 06, Chim Organ Lab, CNRS, UMR 7611,Inst Chim Mol,FR 2769, F-75005 Paris, France

来源：

SYNTHESIS-STUTTGART | 2007年 / 15期

关键词：

alkenation; carbanion; pericyclic reaction; sulfoxide; sulfur;

D O I：

10.1055/s-2007-966070

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiopure cyclic allylic alcohols were obtained from cyclic ketones and bis-sulfoxides through a domino reaction mixing anionic and concerted elementary steps. Total transfer of chirality was achieved, presumably through cooperative effects of both sulfoxides units. Depending on the ring size, both Sulfinyl groups could be converted, giving C-2-symmetric bis-allylic alcohols.

引用

页码：2273 / 2278

页数：6

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