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手性双功能硫脲催化的酮对硝二烯的对映选择性迈克尔加成反应。

Chiral bifunctional thiourea-catalyzed enantioselective Michael addition of ketones to nitrodienes.

机构信息

Department of Chemistry, Tianjin University, Tianjin 300072, China.

出版信息

J Org Chem. 2010 Mar 5;75(5):1402-9. doi: 10.1021/jo901991v.

Abstract

Simple bifunctional thioureas, derived from the commercially available saccharides and chiral diamines, have been shown tunably to promote Michael-type addition of ketones to alpha,beta-gamma,delta-nitrodienes. The Michael adducts were obtained in good yields albeit with high enantioselectivites (84-99% ee). Furthermore, these products can be readily transformed into more useful molecules.

摘要

简单的双功能硫脲,衍生自商业可得的糖和手性二胺,已被证明可灵活地促进酮对α,β-γ,δ-硝二烯的迈克尔加成。尽管对映选择性很高(84-99%ee),但迈克尔加成物仍以良好的产率获得。此外,这些产物可以很容易地转化为更有用的分子。

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