Literature DB >> 22858804

Organocatalytic asymmetric direct vinylogous Michael addition of α,β-unsaturated γ-butyrolactam to nitroolefins.

Abhijnan Ray Choudhury1, Santanu Mukherjee.   

Abstract

The first organocatalytic enantioselective direct vinylogous Michael reaction of α,β-unsaturated γ-butyrolactam to nitroolefins is developed using cinchona alkaloids as the catalysts. Both product enantiomers are accessible with moderate to good enantioselectivity.

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Year:  2012        PMID： 22858804     DOI： 10.1039/c2ob25832c

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


  5 in total

1.  Mechanistic Insights into Iron-Catalyzed C-H Bond Activation and C-C Coupling.

Authors:  Samantha M Brewer; Timothy M Schwartz; Magy A Mekhail; Lara S Turan; Timothy J Prior; Timothy J Hubin; Benjamin G Janesko; Kayla N Green
Journal:  Organometallics       Date:  2021-07-20       Impact factor: 3.837

2.  An Asymmetric Organocatalytic Quadruple Cascade to Tetraaryl-Substituted 2-Azabicyclo[3.3.0]octadienones.

Authors:  Céline Joie; Kristina Deckers; Gerhard Raabe; Dieter Enders
Journal:  Synthesis (Stuttg)       Date:  2014-06-01       Impact factor: 3.157

3.  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

4.  Highly enantioselective access to diketopiperazines via cinchona alkaloid catalyzed Michael additions.

Authors:  Alejandro Cabanillas; Christopher D Davies; Louise Male; Nigel S Simpkins
Journal:  Chem Sci       Date:  2014-11-28       Impact factor: 9.825

5.  Iridium-catalyzed enantioselective direct vinylogous allylic alkylation of coumarins.

Authors:  Rahul Sarkar; Sankash Mitra; Santanu Mukherjee
Journal:  Chem Sci       Date:  2018-06-04       Impact factor: 9.825
  5 in total

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