Unusual Ligand-to-Metal-Ratio-Controlled Bidirectional Enantioselectivity in Pd-Catalysed [3+3]-Annulation of Morita-Baylis-Hillman Acetate

被引：8

作者：

Li, Jun ^{[1
]}

Wang, Sha-Sha ^{[1
]}

Xia, Peng-Ju ^{[1
]}

Zhao, Qing-Lan ^{[1
]}

Xiao, Jun-An ^{[2
]}

Xiang, Hao-Yue ^{[1
]}

Chen, Xiao-Qing ^{[1
]}

Yang, Hua ^{[1
]}

机构：

[1] Cent S Univ, Coll Chem & Chem Engn, Changsha 410083, Hunan, Peoples R China

[2] Guangxi Teachers Educ Univ, Coll Chem & Mat Sci, Nanning 530001, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 46期

基金：

中国国家自然科学基金;

关键词：

Ligand-to-metal-ratio-controlled; Bidirectional; Enantioselectivity; Annulation; ASYMMETRIC HYDROGENATION; ADDITIONS; REVERSAL; NITRONES; SWITCH;

D O I：

10.1002/ejoc.201701315

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unusual ligand-to-palladium-ratio-dependent reversal of enantioselectivity was systematically observed in the asymmetric Pd-catalysed [3+3]-annulation of Morita-Baylis-Hillman acetate with 4-hydroxycoumarin or 1,3-cyclohexanedione. The absolute configurations of the annulation products can be readily inverted by simply modifying the L/Pd ratio from 1:3 to 2:1.

引用

页码：6961 / 6965

页数：5

共 10 条

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