Literature DB >> 11397166

Catalytic Asymmetric Vinylogous Mukaiyama-aldol (CAVM) reactions: the enolate activation.

G Bluet1, J M Campagne.   

Abstract

The Catalytic Asymmetric Vinylogous Mukaiyama (CAVM) reactions of various aldehydes with dienolate 1 using different enolate activations (CuF*(S)-TolBinap, t-BuOCu*(S)-Tol-Binap, and various chiral nonracemic ammonium fluorides derived from cinchona alkaloids) are described. These reactions proved to be highly regioselective leading exclusively to the alpha-aldol products in good yields and poor to good enantioselectivities.

Entities:  

Year:  2001        PMID: 11397166     DOI: 10.1021/jo015567s

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Hydrogen bond catalyzed enantioselective vinylogous Mukaiyama aldol reaction.

Authors:  Vijaya Bhasker Gondi; Michel Gravel; Viresh H Rawal
Journal:  Org Lett       Date:  2005-12-08       Impact factor: 6.005

2.  Enantioselective iridium-catalyzed vinylogous Reformatsky-aldol reaction from the alcohol oxidation level: linear regioselectivity by way of carbon-bound enolates.

Authors:  Abbas Hassan; Jason R Zbieg; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-04       Impact factor: 15.336

3.  Mitomycins syntheses: a recent update.

Authors:  Jean-Christophe Andrez
Journal:  Beilstein J Org Chem       Date:  2009-07-08       Impact factor: 2.883

  3 in total

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