Literature DB >> 12489974

Increased Felkin-Anh selectivity using AlMe(3) in the addition of vinyllithiums to alpha-chiral aldehydes: do "ate" complexes play any role?

Claude Spino1, Marie-Claude Granger, Marie-Claude Tremblay.   

Abstract

[reaction: see text] AlMe(3) dramatically increases the diastereoselectivity of addition of vinyllithiums to alpha-chiral aldehydes but decreases that of methyllithium. Our results are explained in terms of an addition of the free vinyllithium on the Me(3)Al-aldehyde complex.

Entities:  

Year:  2002        PMID: 12489974     DOI: 10.1021/ol027236n

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


  1 in total

1.  One-pot multicomponent coupling methods for the synthesis of diastereo- and enantioenriched (Z)-trisubstituted allylic alcohols.

Authors:  Michael H Kerrigan; Sang-Jin Jeon; Young K Chen; Luca Salvi; Patrick J Carroll; Patrick J Walsh
Journal:  J Am Chem Soc       Date:  2009-06-24       Impact factor: 15.419

  1 in total

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