Literature DB >> 18175004

Highly enantioselective Michael addition of malononitrile to alpha,beta-unsaturated ketones.

Xuefeng Li1, Lingfeng Cun, Chunxia Lian, Ling Zhong, Yingchun Chen, Jian Liao, Jin Zhu, Jingen Deng.   

Abstract

The highly enantioselective Michael addition of malononitrile to acyclic and cyclic alpha,beta-unsaturated ketones has been developed. The Michael reaction catalyzed by a primary amine derived from quinidine proceeded smoothly and provided the desired adducts with excellent enantioselectivities (83-97% ee).

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Year:  2007        PMID: 18175004     DOI: 10.1039/b713129a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Enantioselective organocatalytic α-fluorination of cyclic ketones.

Authors:  Piotr Kwiatkowski; Teresa D Beeson; Jay C Conrad; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2011-01-19       Impact factor: 15.419

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

3.  Enantioselective Michael Addition of Cyclic β-Diones to α,β-Unsaturated Enones Catalyzed by Quinine-Based Organocatalysts.

Authors:  Qingqing Wang; Wei Wang; Ling Ye; Xuejun Yang; Xinying Li; Zhigang Zhao; Xuefeng Li
Journal:  Molecules       Date:  2017-06-30       Impact factor: 4.411

4.  Squaramide-catalyzed enantioselective Michael addition of masked acyl cyanides to substituted enones.

Authors:  Kin S Yang; Antoinette E Nibbs; Yunus E Türkmen; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2013-10-17       Impact factor: 15.419

  4 in total

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