PREPARATION AND SYNTHETIC APPLICATIONS OF AZETIDINES

被引:74
作者
Bott, Tina M. [1 ]
West, F. G. [1 ]
机构
[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
Azetidine; Ring-Closure Reaction; Ring-Opening Reaction; Ring-Expansion Reaction; Alkaloid; RING EXPANSION; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; AZETIDINE-2-CARBOXYLIC ACID; DIETHYLZINC ADDITION; ALPHA-AMINO; X-RAY; PYRROLIDINES; PENARESIDIN; ALDEHYDES;
D O I
10.3987/REV-11-SR(P)9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Azetidines (four-membered saturated nitrogen heterocycles) are found in a diverse range of natural products, and also serve as valuable building blocks for other structural classes. The ring-strain inherent in these compounds poses challenges in their preparation, and a number of creative methods for the synthesis of substituted azetidines are presented. The application of azetidines in the construction of acyclic products or other heterocyclic systems is also described. Finally, recent examples of the use of chiral, enantiomerically pure azetidines in asymmetric catalysis are detailed.
引用
收藏
页码:223 / 264
页数:42
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