N-Heterocyclic carbene-catalyzed diastereoselective synthesis of β-lactone-fused cyclopentanes using homoenolate annulation reaction

被引:24
作者
Mukherjee, Subrata [1 ]
Mondal, Santigopal [1 ]
Patra, Atanu [1 ]
Gonnade, Rajesh G. [2 ]
Biju, Akkattu T. [1 ]
机构
[1] CSIR Natl Chem Lab CSIR NCL, Div Organ Chem, Pune 411008, Maharashtra, India
[2] CSIR Natl Chem Lab CSIR NCL, Ctr Mat Characterizat, Pune 411008, Maharashtra, India
关键词
STEREOSELECTIVE-SYNTHESIS; FUNCTIONALIZED CYCLOPENTENES; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; KINETIC RESOLUTION; MICHAEL ADDITION; ENALS; ACYL; CHALCONES;
D O I
10.1039/c5cc02960k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
NHC-catalyzed annulation of enals with 2-enoylpyridines or 2-enoylpyridine N-oxides leading to the diastereoselective synthesis of beta-lactone-fused cyclopentanes is reported. The reaction proceeds via the generation of homoenolate equivalent intermediates and tolerates a broad range of functional groups.
引用
收藏
页码:9559 / 9562
页数:4
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