Asymmetric Synthesis of Spiro β-Lactams via a Squaramide-Catalyzed Sulfa-Michael Addition/Desymmetrization Protocol

被引：28

作者：

Chauhan, Pankaj ^{[1
]}

Mahajan, Suruchi ^{[1
]}

Kaya, Ugur ^{[1
]}

Valkonen, Arto ^{[2
]}

Rissanen, Kari ^{[2
]}

Enders, Dieter ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany

[2] Univ Jyvaskyla, Nanosci Ctr, Dept Chem, Jyu 40014, Finland

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 20期

基金：

芬兰科学院;

关键词：

asymmetric synthesis; desymmetrization; beta-lactams; organocatalysis; spiro compounds; sulfa-Michael addition; ENANTIOSELECTIVE SYNTHESIS; BIOLOGICAL EVALUATION; STAUDINGER REACTION; KEY INTERMEDIATE; HECK REACTION; CYCLOHEXADIENONES; DESYMMETRIZATION; KETENES; INHIBITOR; CENTERS;

D O I：

10.1002/adsc.201600554

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient asymmetric synthesis of spirocyclohexenone beta-lactams bearing three contiguous stereocenters has been achieved in moderate to good yields and high stereoselectivities. The protocol involves the combination of a squaramide-catalyzed sulfa-Michael addition under desymmetrization via a dynamic kinetic resolution of racemic 2,5-cyclohexadienones.

引用

页码：3173 / 3178

页数：6

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