Literature DB >> 22190150

Hexafluorobenzene: a powerful solvent for a noncovalent stereoselective organocatalytic Michael addition reaction.

Alessandra Lattanzi1, Claudia De Fusco, Alessio Russo, Albert Poater, Luigi Cavallo.   

Abstract

A dramatic enhancement of the diastereo- and enantioselectivity in the nitro-Michael addition reaction organocatalysed by a commercially available α,α-L-diaryl prolinol was disclosed when performing the reaction in unconventional hexafluorobenzene as a medium. DFT calculations were performed to clarify the origin of stereoselectivity and the role of C(6)F(6). This journal is © The Royal Society of Chemistry 2012

Entities:  

Year:  2011        PMID： 22190150     DOI： 10.1039/c2cc17488j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  3 in total

1.  Anion-π catalysis: bicyclic products with four contiguous stereogenic centers from otherwise elusive diastereospecific domino reactions on π-acidic surfaces.

Authors:  Le Liu; Yoann Cotelle; Juliane Klehr; Naomi Sakai; Thomas R Ward; Stefan Matile
Journal:  Chem Sci       Date:  2017-03-17       Impact factor: 9.825

2.  Simple primary β-amino alcohols as organocatalysts for the asymmetric Michael addition of β-keto esters to nitroalkenes.

Authors:  Zubeda Begum; Haruka Sannabe; Chigusa Seki; Yuko Okuyama; Eunsang Kwon; Koji Uwai; Michio Tokiwa; Suguru Tokiwa; Mitsuhiro Takeshita; Hiroto Nakano
Journal:  RSC Adv       Date:  2020-12-22       Impact factor: 3.361

3.  Enantioselective organocatalytic Michael reactions using chiral (R,R)-1,2-diphenylethylenediamine-derived thioureas.

Authors:  Jae Ho Shim; Min Ji Lee; Min Ho Lee; Byeong-Seon Kim; Deok-Chan Ha
Journal:  RSC Adv       Date:  2020-08-27       Impact factor: 4.036
  3 in total

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