Highly Enantioselective and Anti-Diastereoselective Catalytic Intermolecular Glyoxylate-Ene Reactions: Effect of the Geometrical Isomers of Alkenes

被引:12
|
作者
Zhang, Xiang [1 ]
Wang, Min [1 ]
Ding, Ran [1 ]
Xu, Yun-He [1 ]
Loh, Teck-Peng [1 ,2 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
[2] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
关键词
ALPHA-HYDROXY ESTERS; DICATIONIC PALLADIUM(II) COMPLEXES; BASE CHROMIUM(III) COMPLEXES; HIGH ENANTIOMERIC PURITIES; CHIRAL LEWIS-ACIDS; CARBONYL-ENE; ASYMMETRIC CATALYSIS; STEREOSELECTIVE-SYNTHESIS; IN(III)-PYBOX COMPLEX; COPPER(II) COMPLEXES;
D O I
10.1021/acs.orglett.5b01151
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for the synthesis of homoallylic alcohols with high enantioselectivities and anti-diastereoselectivities via an In(III)-catalyzed intermolecular glyoxylateene reaction has been developed. The geometrical isomers of alkenes were shown to have different reactivities. Only the isomers of the alkenes having a proton beta-cis to the substituent reacted in this catalytic system.
引用
收藏
页码:2736 / 2739
页数:4
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