Lewis-Base-Catalyzed Asymmetric [3+3] Annulation Reaction of Morita-Baylis-Hillman Carbonates: Enantioselective Synthesis of Spirocyclohexenes

被引：115
|
作者：
Yang, Wenjun [1 ]
Sun, Wei [1 ]
Zhang, Cheng [1 ]
Wang, Qijun [1 ]
Guo, Zhenyan [1 ]
Mao, Biming [1 ]
Liao, Jianning [1 ]
Guo, Hongchao [1 ]
机构：
[1] China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China
来源：
ACS CATALYSIS | 2017年 / 7卷 / 05期
关键词：
organocatalysis; asymmetric catalysis; annulation; MBH carbonate; pyrazolinone; MODIFIED ALLYLIC COMPOUNDS; MULTIFUNCTIONAL THIOUREA-PHOSPHINES; PHOSPHORUS YLIDE REACTION; ISATYLIDENE MALONONITRILES; CHIRAL PHOSPHINES; CONSTRUCTION; ISATINS; CYCLOADDITION; ORGANOCATALYSIS; DERIVATIVES;
D O I：
10.1021/acscatal.7b00320
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A Lewis-base-catalyzed enantioselective [3 + 3] annulation reaction of Morita-Baylis-Hillman (MBH) carbonates with alpha-arylidene pyrazolinones is described, affording the pyrazolone-fused spirocyclohexenes bearing an all-carbon quaternary stereocenter in high yields with good to excellent diastereoselectivities and excellent enantioselectivities.
引用
收藏
页码：3142 / 3146
页数：5
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