Novel approach for asymmetric synthesis of fluorinated β-amino sulfones and allylic amines

被引：47

作者：

Fustero, S ^{[1
]}

Soler, JG ^{[1
]}

Bartolomé, A ^{[1
]}

Roselló, MS ^{[1
]}

机构：

[1] Univ Valencia, Dept Quim Organ, Fac Farm, E-46100 Burjassot, Valencia, Spain

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 15期

关键词：

D O I：

10.1021/ol034892u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiomerically pure gamma-fluoroalkyl beta-amino sulfones are readily synthesized in three steps starting from fluorinated imidoyl chlorides and arylmethyl sulfones. A complementary two-step sequence starting from chiral fluorinated beta-amino sulfoxides has also been developed. To illustrate the application of this procedure, a new method for the synthesis of alpha-fluoroalkyl allylic amines in optically pure form involving a Julia methylenation-desulfonylation reaction is presented.

引用

页码：2707 / 2710

页数：4

共 44 条

[1] Lithiated beta-aminoalkyl sulfones as mono and dinucleophiles in the preparation of nitrogen heterocycles: Application to the synthesis of capsazepine [J].