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Pyrrolidine-Oxadiazolone Conjugates as Organocatalysts in Asymmetric Michael Reaction.

Publication ,  Journal Article
Mahato, CK; Mukherjee, S; Kundu, M; Pramanik, A
Published in: The Journal of organic chemistry
January 2019

Pyrrolidine-oxadiazolone based organocatalysts are envisaged, synthesized, and utilized for asymmetric Michael reactions. Results of the investigations suggest that some of the catalysts are indeed efficient for stereoselective 1,4-conjugated Michael additions (dr: >97:3, ee up to 99%) in high chemical yields (up to 97%) often in short reaction time. As an extension, one enantiopure Michael adduct has been utilized to synthesize optically active octahydroindole.

Duke Scholars

Published In

The Journal of organic chemistry

DOI

EISSN

1520-6904

ISSN

0022-3263

Publication Date

January 2019

Volume

84

Issue

2

Start / End Page

1053 / 1063

Related Subject Headings

  • Organic Chemistry
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry
 

Citation

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Mahato, C. K., Mukherjee, S., Kundu, M., & Pramanik, A. (2019). Pyrrolidine-Oxadiazolone Conjugates as Organocatalysts in Asymmetric Michael Reaction. The Journal of Organic Chemistry, 84(2), 1053–1063. https://doi.org/10.1021/acs.joc.8b02393
Mahato, Chandan K., Sayan Mukherjee, Mrinalkanti Kundu, and Animesh Pramanik. “Pyrrolidine-Oxadiazolone Conjugates as Organocatalysts in Asymmetric Michael Reaction.The Journal of Organic Chemistry 84, no. 2 (January 2019): 1053–63. https://doi.org/10.1021/acs.joc.8b02393.
Mahato CK, Mukherjee S, Kundu M, Pramanik A. Pyrrolidine-Oxadiazolone Conjugates as Organocatalysts in Asymmetric Michael Reaction. The Journal of organic chemistry. 2019 Jan;84(2):1053–63.
Mahato, Chandan K., et al. “Pyrrolidine-Oxadiazolone Conjugates as Organocatalysts in Asymmetric Michael Reaction.The Journal of Organic Chemistry, vol. 84, no. 2, Jan. 2019, pp. 1053–63. Epmc, doi:10.1021/acs.joc.8b02393.
Mahato CK, Mukherjee S, Kundu M, Pramanik A. Pyrrolidine-Oxadiazolone Conjugates as Organocatalysts in Asymmetric Michael Reaction. The Journal of organic chemistry. 2019 Jan;84(2):1053–1063.
Journal cover image

Published In

The Journal of organic chemistry

DOI

EISSN

1520-6904

ISSN

0022-3263

Publication Date

January 2019

Volume

84

Issue

2

Start / End Page

1053 / 1063

Related Subject Headings

  • Organic Chemistry
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry