Literature DB >> 17441175

Ruthenium-catalyzed sequential reactions: deracemization of secondary benzylic alcohols.

Yusuke Shimada1, Yoshihiro Miyake, Hiroshi Matsuzawa, Yoshiaki Nishibayashi.   

Abstract

The deracemization of secondary benzylic alcohols proceeds successfully by a two-step process with the appropriate combination of two different ruthenium complexes for catalysis in the first oxidation and second reduction steps. The sequential catalytic system provides a novel approach to obtaining optically active alcohols, including diols, in high yields with excellent enantioselectivity (up to 95% ee), in contrast to the conventional kinetic resolution of racemic alcohols.

Entities:  

Year:  2007        PMID: 17441175     DOI: 10.1002/asia.200600354

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  3 in total

1.  Single-operation deracemization of 3H-indolines and tetrahydroquinolines enabled by phase separation.

Authors:  Aaron D Lackner; Andrew V Samant; F Dean Toste
Journal:  J Am Chem Soc       Date:  2013-09-11       Impact factor: 15.419

2.  Outer-Sphere Control for Divergent Multicatalysis with Common Catalytic Moieties.

Authors:  Christopher R Shugrue; Bianca R Sculimbrene; Elizabeth R Jarvo; Brandon Q Mercado; Scott J Miller
Journal:  J Org Chem       Date:  2019-01-16       Impact factor: 4.354

3.  Demonstration of redox potential of Metschnikowia koreensis for stereoinversion of secondary alcohols/1,2-diols.

Authors:  Vachan Singh Meena; Linga Banoth; U C Banerjee
Journal:  Biomed Res Int       Date:  2014-01-27       Impact factor: 3.411

  3 in total

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