手性双功能有机催化剂用于（芳基亚氨基）乙酸乙酯与甲基乙烯基酮和乙基乙烯基酮的不对称氮杂-森田-贝利斯-希尔曼反应

Chiral bifunctional organocatalysts in asymmetric aza-Morita-Baylis-Hillman reactions of ethyl (arylimino)acetates with methyl vinyl ketone and ethyl vinyl ketone.

作者信息

Shi Min, Ma Guang-Ning, Gao Jun

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.

出版信息

J Org Chem. 2007 Dec 7;72(25):9779-81. doi: 10.1021/jo701764e. Epub 2007 Nov 8.

DOI:10.1021/jo701764e

PMID:17988147

Abstract

The bifunctional chiral phosphine Lewis base (R)-2'-diphenylphosphino-[1,1'-binaphthalene]-2-ol is an effective organocatalyst in the asymmetric aza-MBH reaction of ethyl (arylimino)acetates 1 with MVK and EVK to give the corresponding adducts in moderate to good yields and good to high enantiomeric excesses under mild conditions.

摘要

双功能手性膦路易斯碱（R）-2'-二苯基膦基-[1,1'-联萘]-2-醇是一种有效的有机催化剂，可用于（芳基亚氨基）乙酸乙酯1与甲基乙烯基酮（MVK）和乙基乙烯基酮（EVK）的不对称氮杂-MBH反应，在温和条件下以中等至良好的产率和良好至高的对映体过量得到相应的加合物。