Asymmetric Construction of γ-lactams Displaying All-carbon, Aza-, Thia- and Oxa-quaternary Chiral Centers

被引:2
|
作者
Orena, Mario [1 ]
Rinaldi, Samuele [2 ]
机构
[1] Polytech Univ Marche, Dept D3A, Via Brecce Bianche, I-60131 Ancona, Italy
[2] Polytech Univ Marche, Dept DiSVA, Via Brecce Bianche, I-60131 Ancona, Italy
关键词
gamma-lactams; tetrasubstituted carbon; enantioselectivity; chiral center; internal asymmetric induction; external asymmetric induction; CATALYTIC ENANTIOSELECTIVE CONSTRUCTION; CONFORMATIONALLY RESTRICTED ANALOG; C-3; CARBON; ALLYLIC ALKYLATION; C-C; STEREOCENTERS; GENERATION; CHEMISTRY; IMINES; CYCLOADDITIONS;
D O I
10.2174/0113852728264028230919060328
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
gamma-lactams, bearing one or more chiral centers are important scaffolds and widely occur in many natural and synthetic products of clinical interest, but the synthetic approaches mainly focus on the preparation of rings that display trisubstituted carbons, whereas only a few examples concern the construction of chiral gamma-lactams that display tetrasubstituted carbon atoms. However, in recent years, the broad potential of these latter compounds was recognized and deserved high interest, owing to their complex three-dimensional features and structural rigidity. Thus, several efforts were engaged in the pursuit of new synthetic strategies towards gamma-lactam rings that contain tetrasubstituted carbons that pose a particular challenge, and the present review gathers advances reported since 2015 about the enantioselective preparation of these molecules, carried out to exploit both internal and external asymmetric induction.
引用
收藏
页码:1292 / 1307
页数:16
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