Literature DB >> 21244007

Organocatalytic direct asymmetric vinylogous Michael reaction of an α,β-unsaturated γ-butyrolactam with enones.

Yong Zhang1, Yong-Liang Shao, Hai-Sen Xu, Wei Wang.   

Abstract

An organocatalytic asymmetric direct vinylogous Michael addition of α,β-unsaturated γ-butyrolactam to enones has been achieved with a simple bifunctional thiourea-tertiary amine catalyst, affording the γ-substituted butyrolactam products with high diastereo- and enantioselectivity (up to >40:1 dr and 94-99% ee).

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Year:  2011        PMID: 21244007     DOI: 10.1021/jo102223v

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones.

Authors:  Xiaodong Gu; Tingting Guo; Yuanyuan Dai; Allegra Franchino; Jie Fei; Chuncheng Zou; Darren J Dixon; Jinxing Ye
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-15       Impact factor: 15.336

2.  Diastereoselective radical addition to γ-alkyl-α-methylene-γ-butyrolactams and the synthesis of a chiral pyroglutamic acid derivative.

Authors:  Tomoko Yajima; Eriko Yoshida; Masako Hamano
Journal:  Beilstein J Org Chem       Date:  2013-07-17       Impact factor: 2.883

  2 in total

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