Organic Catalytic Oxa-Michael-Aldol Cascade Reaction for the Asymmetric Synthesis of (R)-2-Phenyl-2H-chromene-3-carbaldehyde

被引:0
作者
Li, Chonglong [1 ,2 ,3 ]
Chen, Chaoxing [1 ]
Zhan, Murong [1 ]
Wang, Zixuan [1 ]
Wang, Shuyi [1 ]
机构
[1] North Minzu Univ, Sch Chem & Chem Engn, Yinchuan 750021, Peoples R China
[2] North Minzu Univ, Ningxia Key Lab Solar Chem Convers Technol, Yinchuan 750021, Ningxia, Peoples R China
[3] North Minzu Univ, Key Lab Chem Engn & Technol, State Ethn Affairs Commiss, Yinchuan 750021, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; cyclohexanediamine catalyst; oxa-Michael-aldol cascade reaction; organocatalyst; ORGANOCATALYTIC SYNTHESIS; STEREOCENTERS; DERIVATIVES; INHIBITORS; CHROMENES; DESIGN; ETHER;
D O I
10.1134/S1070428024130189
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalyzed by a chiral cyclohexanediamine-based organocatalyst, the asymmetric oxa-Michael-aldol cascade reaction of salicylaldehyde and cinnamaldehyde was studied to synthesize benzopyran derivatives. Using (1R,2R)-N-1,N-1-dimethylcyclohexane-1,2-diamine (Cat 1) as the catalyst, the synthesized chiral 2-aryl-2H-chromenes-3-carbaldehyde exhibits high yields (up to 85%) and with enantioselectivity (ee) values of 35.4%. The high yield and mild reaction conditions are some of the important features of this protocol.
引用
收藏
页码:S140 / S146
页数:7
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