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
收藏
页码：4087 / 4091
页数：5
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