An enantio- and diastereoselective synthesis of fluorinated β-aminoalkyloxepine derivatives through Mannich and ring-closing metathesis reactions

被引：14

作者：

Fustero, Santos ^{[1
]}

Esteban, Elisabet

Sanz-Cervera, Juan F.

Jimenez, Diego

Mojarrad, Fatemeh

机构：

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

[2] Ctr Invest Principe Felipe, Valencia 46013, Spain

来源：

SYNTHESIS-STUTTGART | 2006年 / 23期

关键词：

amino alcohols; fluorine; organocatalysis; Mannich reaction; metathesis; oxepines;

D O I：

10.1055/s-2006-950345

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The combination of a proline-catalyzed Mannich-type reaction between protected fluorinated aldirnines and 4-pentenal followed by reduction and regioselective O-allylation gives gamma-amino ethers that can then be used as substrates for ring-closing metathesis (RCM) reactions to afford fluorinated beta-aminoalkyl-oxepines in a highly stereo- and enantioselective fashion.

引用

页码：4087 / 4091

页数：5

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