Literature DB >> 12170783

Crucial role of the ligand of silyl Lewis acid in the Mukaiyama aldol reaction.

Kazuaki Ishihara1, Yukihiro Hiraiwa, Hisashi Yamamoto.   

Abstract

The Me3SiX-induced Mukaiyama aldol reaction proceeds through each catalytic cycle under the influence of X-: the silyl group of Me3SiNTf2 does not release from -NTf2 and that of silyl enol ether intermolecularly transfers to the product, while the silyl group of Me3SiOTf remains in the product and that of the silyl enol ether becomes the catalyst for the next catalytic cycle.

Entities:  

Year:  2002        PMID: 12170783     DOI: 10.1039/b203838b

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


  2 in total

1.  N-triflylthiophosphoramide catalyzed enantioselective Mukaiyama aldol reaction of aldehydes with silyl enol ethers of ketones.

Authors:  Cheol Hong Cheon; Hisashi Yamamoto
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

2.  Unveiling the Delicate Balance of Steric and Dispersion Interactions in Organocatalysis Using High-Level Computational Methods.

Authors:  Diana Yepes; Frank Neese; Benjamin List; Giovanni Bistoni
Journal:  J Am Chem Soc       Date:  2020-02-07       Impact factor: 15.419

  2 in total

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