Literature DB >> 11418059

Asymmetric Mukaiyama-Michael addition of acyclic enones catalyzed by allo-threonine-derived B-aryloxazaborolidinones.

T Harada1, H Iwai, H Takatsuki, K Fujita, M Kubo, A Oku.   

Abstract

[reaction: see text] O-(2-Naphthoyl)-N-tosyl-L-allo-threonine-derived B-phenyloxazaborolidinone catalyzes the asymmetric Mukaiyama-Michael addition of simple acyclic enones to give adducts of 54-85% ee. 2,6-Diisopropylphenol as an additive is demonstrated to effectively retard the undesirable Si(+)-catalyzed racemic pathway.

Entities:  

Year:  2001        PMID: 11418059     DOI: 10.1021/ol016062r

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


  2 in total

1.  Highly enantioselective catalytic synthesis of functionalized chiral diazoacetoacetates.

Authors:  Xinfang Xu; Wen-Hao Hu; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2011-05-31       Impact factor: 15.336

2.  Mitomycins syntheses: a recent update.

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

  2 in total

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