Literature DB >> 16898818

New efficient organic activators for highly enantioselective reduction of aromatic ketones by trichlorosilane.

Yoshihiro Matsumura1, Kanako Ogura, Yoshimi Kouchi, Fumiaki Iwasaki, Osamu Onomura.   

Abstract

[reaction: see text] Aryl ketones were reduced to the corresponding alcohols with excellent enantioselectivity (up to 99.7% ee) by Cl3SiH in the presence of a catalytic amount of N-formyl-alpha'-(2,4,6-triethylphenyl)-L-proline as an activator. Both carboxyl group at the alpha-position of the activator and 2,4,6-triethylphenyl group at the alpha'-position were critical for the high enantioselectivity.

Entities:  

Year:  2006        PMID: 16898818     DOI: 10.1021/ol0613822

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


  2 in total

Review 1.  Catalytic Asymmetric Synthesis of Butenolides and Butyrolactones.

Authors:  Bin Mao; Martín Fañanás-Mastral; Ben L Feringa
Journal:  Chem Rev       Date:  2017-06-22       Impact factor: 60.622

2.  Enantioselective reduction of ketoimines promoted by easily available (S)-proline derivatives.

Authors:  Martina Bonsignore; Maurizio Benaglia; Laura Raimondi; Manuel Orlandi; Giuseppe Celentano
Journal:  Beilstein J Org Chem       Date:  2013-04-02       Impact factor: 2.883

  2 in total

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