Intramolecular hydroamination of difluoropropargyl amides:: Regioselective synthesis of fluorinated β- and γ-lactams

被引：72

作者：

Fustero, Santos ^{[1
]}

Fernandez, Begona

Bello, Paula

del Pozo, Carlos

Arimitsu, Satoru

Hammond, Gerald B.

机构：

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

[2] Ctr Invest Principe Felipe, Lab Mol Organ, E-46013 Valencia, Spain

[3] Univ Louisville, Dept Chem, Louisville, KY 40292 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 21期

关键词：

D O I：

10.1021/ol701811z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Functionalized gem-difluoro beta- and gamma-lactams were synthesized through a novel intramolecular hydroamination reaction of difluoropropargyl amides.beta-Lactams were obtained via a Baldwin disfavored 4-exo-digonal cyclization using palladium acetate as the catalyst, whereas gamma-lactams were produced under basic conditions. Acid hydration of gamma-lactams produced ketoamides or hemiaminals selectively.

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收藏

页码：4251 / 4253

页数：3

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