Literature DB >> 10804563

Highly enantioselective Michael reactions catalyzed by a chiral quaternary ammonium salt. Illustration by asymmetric syntheses of (S)-ornithine and chiral 2-cyclohexenones.

F Y Zhang1, E J Corey.   

Abstract

[formula: see text] The use of the chiral quaternary ammonium salts 1a and 1b makes possible enantioselective Michael reactions which have been applied to the asymmetric syntheses of (S)-ornithine (2) and the chiral 2-cyclohexenone 6.

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Year:  2000        PMID： 10804563     DOI： 10.1021/ol0056527

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  C(aryl)-O bond formation from aryl methanesulfonates via consecutive deprotection and S(N)Ar reactions with aryl halides in an ionic liquid.

Authors:  Hui Xu; Yang Chen
Journal:  Molecules       Date:  2007-04-30       Impact factor: 4.411

2.  Platinum-catalyzed hydrative cyclization of 1,6-diynes for the synthesis of 3,5-substituted conjugated cyclohexenones.

Authors:  Chen Zhang; Jian-Feng Qi; Dong-Mei Cui; Qian Wang; Xiu-Li Wang
Journal:  Molecules       Date:  2010-07-23       Impact factor: 4.411

3.  How Dihalogens Catalyze Michael Addition Reactions.

Authors:  Trevor A Hamlin; Israel Fernández; F Matthias Bickelhaupt
Journal:  Angew Chem Int Ed Engl       Date:  2019-05-24       Impact factor: 15.336

4.  H-Bond Mediated Phase-Transfer Catalysis: Enantioselective Generating of Quaternary Stereogenic Centers in β-Keto Esters.

Authors:  Patryk Niedbała; Maciej Majdecki; Piotr Grodek; Janusz Jurczak
Journal:  Molecules       Date:  2022-04-13       Impact factor: 4.927

5.  Methylene-bridged bis(imidazoline)-derived 2-oxopyrimidinium salts as catalysts for asymmetric Michael reactions.

Authors:  Andrey E Sheshenev; Ekaterina V Boltukhina; Andrew J P White; King Kuok Mimi Hii
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-27       Impact factor: 15.336
  5 in total

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