First diastereoselective intramolecular Baylis-Hillman reaction:: An easy access to chiral α-methylene-β-hydroxylactones

被引：42

作者：

Krishna, PR ^{[1
]}

Kannan, V ^{[1
]}

Sharma, GVM ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Discovery Lab, Organ Chem Div 3, Hyderabad 500007, Andhra Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 19期

关键词：

D O I：

10.1021/jo049511k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first diastereoselective intramolecular Baylis-Hillman reaction of chiral substrates is reported wherein both aldehyde and activated olefin coexist as substituents to afford alpha-methylene-beta-hydroxylactones in good yields exclusively as single isomers under the standard base-catalyzed reaction conditions in CH2Cl2. Formation of alkoxylactones by an in situ derivatization of adducts was also observed.

引用

页码：6467 / 6469

页数：3

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