Domino Elimination/Nucleophilic Addition in the Synthesis of Chiral Pyrrolidines

被引：9

作者：

Flores, MariFe ^{[3
]}

Garcia-Garcia, Pilar ^{[1
]}

Garrido, Narciso M. ^{[3
]}

Marcos, Isidro S. ^{[3
]}

Sara-Gonzalez, Francisca ^{[2
]}

Diez, David ^{[3
]}

机构：

[1] Univ Politecn Valencia, CSIC, Inst Tecnol Quim, Valencia 46022, Spain

[2] Univ Salamanca, Fac Ciencias Quim, Serv Gen Rayos X, E-37008 Salamanca, Spain

[3] Univ Salamanca, Fac Ciencias Quim, Dept Quim Organ, E-37008 Salamanca, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 14期

关键词：

ALPHA-MANNOSIDASE INHIBITORS; CYCLIC NITRONES; 1,3-DIPOLAR CYCLOADDITION; GLYCOSIDASE INHIBITORS; POTENT GLYCOSIDASE; CHITIN SYNTHASE; DERIVATIVES; IMINOSUGARS; PYRROLIZIDINE; SCAFFOLDS;

D O I：

10.1021/jo400873c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polyhydroxylated pyrrolidines have been synthesized in a one-pot procedure by the addition of an organometallic reagent to isoxazolidines obtained by a 1,3-dipolar cycloaddition between nitrones and vinylsulfones. This method highlights sulfone reactivity and provides an easy approach for the preparation of chiral pyrrolidines using cyclic imines as key intermediates.

引用

页码：7068 / 7075

页数：8

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