Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes

Yi Ru Chen, Utpal Das, Meng Hsien Liu, Wen-Wei Lin

Research output: Contribution to journal › Article

29 Citations (Scopus)

Abstract

A highly efficient Michael addition of α,β-unsaturated γ-butyrolactam to various β-acyl acrylates and ene-diones to provide synthetically useful compounds was developed. The products were obtained with high diastereo- and enantioselectivities (up to >25:1 dr and 99% ee) containing adjacent tertiary stereocenters.

Original languageEnglish
Pages (from-to)1985-1992
Number of pages8
JournalJournal of Organic Chemistry
Volume80
Issue number3
DOIs
Publication statusPublished - 2015 Feb 6

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Acrylates
Enantioselectivity

ASJC Scopus subject areas

  • Organic Chemistry

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Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes. / Chen, Yi Ru; Das, Utpal; Liu, Meng Hsien; Lin, Wen-Wei.

In: Journal of Organic Chemistry, Vol. 80, No. 3, 06.02.2015, p. 1985-1992.

Research output: Contribution to journal › Article

Chen, YR, Das, U, Liu, MH & Lin, W-W 2015, 'Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes', Journal of Organic Chemistry, vol. 80, no. 3, pp. 1985-1992. https://doi.org/10.1021/jo5027047
Chen YR, Das U, Liu MH, Lin W-W. Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes. Journal of Organic Chemistry. 2015 Feb 6;80(3):1985-1992. https://doi.org/10.1021/jo5027047
Chen, Yi Ru ; Das, Utpal ; Liu, Meng Hsien ; Lin, Wen-Wei. / Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes. In: Journal of Organic Chemistry. 2015 ; Vol. 80, No. 3. pp. 1985-1992.
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