Literature DB >> 20414483

The highly enantioselective Michael addition of ketones to nitrodienes catalyzed by the efficient organocatalyst system of pyrrolidinyl-thioimidazole and chiral thioureido acid.

Zhao-Bo Li1, Shu-Ping Luo, Yi Guo, Ai-Bao Xia, Dan-Qian Xu.   

Abstract

The highly enantioselective Michael addition reaction of ketones to nitrodienes was promoted efficiently by the accessible and fine-tunable organocatalytic system of pyrrolidinyl-thioimidazole and chiral thioureido acid. The corresponding adducts were afforded in good yields with high diastereoselectivities (up to 99 : 1) and excellent enantioselectivities (up to 99% ee).

Entities:  

Year:  2010        PMID: 20414483     DOI: 10.1039/c002197k

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


  3 in total

1.  (S)-2-[(S,Z)-3-Bromo-1-nitro-4-phenyl-but-3-en-2-yl]cyclo-hexa-none.

Authors:  Chao Wu; Long Zhao; Ai-Bao Xia
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-07-06

Review 2.  Synergistic Strategies in Aminocatalysis.

Authors:  Antonio Del Vecchio; Arianna Sinibaldi; Valeria Nori; Giuliana Giorgianni; Graziano Di Carmine; Fabio Pesciaioli
Journal:  Chemistry       Date:  2022-07-04       Impact factor: 5.020

3.  Using mutability landscapes of a promiscuous tautomerase to guide the engineering of enantioselective Michaelases.

Authors:  Jan-Ytzen van der Meer; Harshwardhan Poddar; Bert-Jan Baas; Yufeng Miao; Mehran Rahimi; Andreas Kunzendorf; Ronald van Merkerk; Pieter G Tepper; Edzard M Geertsema; Andy-Mark W H Thunnissen; Wim J Quax; Gerrit J Poelarends
Journal:  Nat Commun       Date:  2016-03-08       Impact factor: 14.919

  3 in total

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