Literature DB >> 18528564

A chiral thioureido acid as an effective additive for enantioselective organocatalytic Michael additions of nitroolefins.

Dan-Qian Xu1, Hua-Dong Yue, Shu-Ping Luo, Ai-Bao Xia, Shuai Zhang, Zhen-Yuan Xu.   

Abstract

A novel and effective organocatalytic system consisting of pyrrolidinyl-thioimidazole and a chiral thioureido acid efficiently catalyzed the asymmetric Michael addition reactions of ketones to nitroolefins to afford the adducts with high diastereoselectivities (up to 99 : 1) and excellent enantioselectivities (up to 99% ee).

Entities:  

Year:  2008        PMID: 18528564     DOI: 10.1039/b804541k

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


  3 in total

1.  (S)-2-[(S,E)-4-(4-Chloro-phen-yl)-1-nitro-but-3-en-2-yl]cyclo-hexa-none.

Authors:  Zhaobo Li; Yi Guo; Bailin Li; Shuping Luo
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-07-29

2.  (S)-3-[(S,E)-4-(4-Chloro-phen-yl)-1-nitro-but-3-en-2-yl]thian-4-one.

Authors:  Zhaobo Li; Yifeng Wang; Yi Guo; Shuping Luo
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-10-28

3.  Enhancing the selectivity of prolinamide organocatalysts using the mechanical bond in [2]rotaxanes.

Authors:  María Calles; Julio Puigcerver; Diego A Alonso; Mateo Alajarin; Alberto Martinez-Cuezva; Jose Berna
Journal:  Chem Sci       Date:  2020-03-11       Impact factor: 9.825

  3 in total

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