1,3-Carbon D-A strategy for [3+2] cycloadditions/annulations with imines: synthesis of functionalized pyrrolidines and related alkaloids

被引：42
作者：
Kumar, Indresh [1 ]
机构：
[1] Birla Inst Technol & Sci Pilani, Dept Chem, Pilani 333031, Rajasthan, India
来源：
RSC ADVANCES | 2014年 / 4卷 / 32期
关键词：
RING-EXPANSION; DIASTEREOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; SUBSTITUTED PYRROLIDINES; CATALYZED CYCLOADDITION; ASYMMETRIC-SYNTHESIS; CONSTRUCTION; ALDEHYDES; TRIMETHYLENEMETHANE;
D O I：
10.1039/c4ra00480a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Cycloaddition/annulation reactions remain the most attractive methods for the synthesis of five membered heterocyclic ring systems. Among the three possible strategies for [3 + 2] cycloaddition, this review focuses on 1,3-carbon donor-acceptor (C3, D-A) cycloaddition/annulation reactions with imines to synthesize pyrrolidines. The formal [3 + 2] cycloaddition, which includes the in situ 1,3-carbon D-A precursor generation through metal catalysis, Lewis acid catalysis and organocatalysis approaches is highlighted. The scope and limitations of this strategy along with its applications in the synthesis of natural product alkaloids reported during the last decade are outlined.
引用
收藏
页码：16397 / 16408
页数：12
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