The Design of Chiral Double Hydrogen Bonding Networks and Their Applications to Catalytic Asymmetric Carbon-Carbon and Carbon-Oxygen Bond-Forming Reactions

被引:110
作者
Sohtome, Yoshihiro [1 ]
Nagasawa, Kazuo [1 ]
机构
[1] Tokyo Univ Agr & Technol, Dept Biotechnol & Life Sci, Fac Technol, Koganei, Tokyo 1848588, Japan
关键词
asymmetric synthesis; catalysis; guanidinium; thiourea; urea; BAYLIS-HILLMAN REACTION; PHASE-TRANSFER CATALYSIS; ENANTIOSELECTIVE NITROALDOL REACTION; LI HETEROBIMETALLIC COMPLEXES; ENANTIOPURE GUANIDINE BASES; QUATERNARY AMMONIUM-SALTS; ALPHA-AMINO-ACIDS; HENRY REACTION; ALPHA; BETA-UNSATURATED KETONES; STEREOSELECTIVE-SYNTHESIS;
D O I
10.1055/s-0029-1218542
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This review focuses on the applications of multicenter organocatalysts, which can form chiral hydrogen bonded networks. The high tunabilities of these catalysts in terms of their active sites, chiral spacers, and tolerated reaction conditions have been used advantageously in applications to various classes of catalytic asymmetric carbon-carbon and carbon-oxygen bond forming reactions. The high stereoselectivities of these reactions are attributed to the chemoselective dual activation of both the nucleophile and electrophile reacting partners in asymmetric space. The key requirements for the cooperative effects of weak noncovalent-bonding interactions are discussed.
引用
收藏
页码:1 / 22
页数:22
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