Literature DB >> 15565578

Acid zeolites as alcohol racemization catalysts: screening and application in biphasic dynamic kinetic resolution.

S Wuyts1, K De Temmerman, D E De Vos, P A Jacobs.   

Abstract

Acid zeolites were screened as heterogeneous catalysts for racemization of benzylic alcohols. The most promising zeolites appeared to be H-Beta zeolites, for which the optimal reaction conditions were studied in further detail. The zeolite performance was compared to that of homogeneous acids and acid resins under similar reaction conditions. In a second part of the research, H-Beta zeolites were applied in dynamic kinetic resolution (DKR) of 1-phenylethanol, which was conducted by means of a two-phase approach and which resulted in yields smoothly crossing the 50% border up to 90%, with an enantiomeric excess of >99%. To explore the applicability of this biphasic methodology, several other substrates were examined in the standard racemization reaction and in the biphasic dynamic kinetic resolution.

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Year:  2004        PMID: 15565578     DOI: 10.1002/chem.200400713

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

Review 1.  Chemoenzymatic dynamic kinetic resolution: a powerful tool for the preparation of enantiomerically pure alcohols and amines.

Authors:  Oscar Verho; Jan-E Bäckvall
Journal:  J Am Chem Soc       Date:  2015-03-19       Impact factor: 15.419

2.  Arylboronic Acid-Catalyzed Racemization of Secondary and Tertiary Alcohols.

Authors:  Gregory R Boyce; Stefania F Musolino; Jianing Yang; Andrew D Smith; James E Taylor
Journal:  J Org Chem       Date:  2022-09-08       Impact factor: 4.198

  2 in total

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