Literature DB >> 19115980

Enantioselective organocatalytic michael addition of malonates to alpha,beta-unsaturated ketones.

Pengfei Li1, Shigang Wen, Feng Yu, Qiaoxia Liu, Wenjun Li, Yongcan Wang, Xinmiao Liang, Jinxing Ye.   

Abstract

A novel type of primary amine thiourea organocatalysts derived from 1,2-diaminocyclohexane and 9-amino (9-deoxy) cinchona alkaloid was developed into asymmetric Michael addition of malonates to enones. A series of cyclic and acyclic enones could react very well with different malonates in the presence of 4 with 0.5-10 mol % catalyst loading affording chiral Michael adducts with excellent yields and ee values.

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Year:  2009        PMID: 19115980     DOI: 10.1021/ol802892h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Enantioselective synthesis of beta-(3-hydroxypyrazol-1-yl) ketones using an organocatalyzed Michael addition reaction.

Authors:  Sanjib Gogoi; Cong-Gui Zhao; Derong Ding
Journal:  Org Lett       Date:  2009-06-04       Impact factor: 6.005

2.  Enantioselective Michael addition of malonates to α,β-unsaturated ketones catalyzed by 1,2-diphenylethanediamine.

Authors:  Wei Wang; Ling Ye; Zhichuan Shi; Zhigang Zhao; Xuefeng Li
Journal:  RSC Adv       Date:  2018-12-12       Impact factor: 4.036

Review 3.  Chiral Thioureas-Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry.

Authors:  Franz Steppeler; Dominika Iwan; Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Molecules       Date:  2020-01-18       Impact factor: 4.411

  3 in total

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