Catalytic asymmetric cyclocarbonylation of o-isopropenylphenols:: Enantioselective synthesis of six-membered ring lactones

被引：59

作者：

Dong, C ^{[1
]}

Alper, H ^{[1
]}

机构：

[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 15期

关键词：

D O I：

10.1021/jo040109f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclocarbonylation of o-isopropenylphenols with CO (500 psi) and H-2 (100 psi), using Pd(OAc)(2) and (+)-DIOP as the chiral catalyst, in CH2Cl2 affords 3,4-dihydro-4-methylcoumarins in 60-85% yield and in up to 90% enantiomeric excess. The stereoselectivity is influenced by the structure of the chiral phosphine ligands and substrates, as well as by the reaction conditions.

引用

页码：5011 / 5014

页数：4

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