Literature DB >> 10841493

Vanadium-catalyzed asymmetric cyanohydrin synthesis

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Abstract

Based on a mechanistic understanding of asymmetric cyanohydrin synthesis catalyzed by chiral titanium-salen complexes, a new catalyst based on vanadium(IV) has been developed. The chiral (salen)VO catalyst is more enantioselective than the titanium-based systems, 0.1 mol % of the catalyst being sufficient to convert aromatic and aliphatic aldehydes into the corresponding trimethylsilyl ethers of cyanohydrins with 68-95% enantiomeric excess at room temperature.

Entities:  

Year:  2000        PMID: 10841493     DOI: 10.1021/ol005893e

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


  3 in total

1.  Effect of Ancillary Ligand on Electronic Structure as Probed by 51V Solid-State NMR Spectroscopy for Vanadium-o-Dioxolene Complexes.

Authors:  Olga Goncharova-Zapata; Pabitra B Chatterjee; Guangjin Hou; Laurence L Quinn; Mingyue Li; Jenna Yehl; Debbie C Crans; Tatyana Polenova
Journal:  CrystEngComm       Date:  2013-11-21       Impact factor: 3.545

2.  Kinetics and mechanism of vanadium catalysed asymmetric cyanohydrin synthesis in propylene carbonate.

Authors:  Michael North; Marta Omedes-Pujol
Journal:  Beilstein J Org Chem       Date:  2010-11-03       Impact factor: 2.883

3.  Asymmetric Addition of Cyanide to β-Nitroalkenes Catalysed by Chiral Salen Complexes of Titanium(IV) and Vanadium(V).

Authors:  Michael North; James M Watson
Journal:  ChemCatChem       Date:  2013-05-28       Impact factor: 5.686

  3 in total

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