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
收藏
页码:7068 / 7075
页数:8
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