Literature DB >> 20936813

One-pot synthesis of optically active allyl esters via lipase-vanadium combo catalysis.

Shuji Akai1, Ryosuke Hanada, Noboru Fujiwara, Yasuyuki Kita, Masahiro Egi.   

Abstract

The combination of vanadium-oxo compounds (3 or 4) with a lipase produced the regio- and enantioconvergent transformation of racemic allyl alcohols (1 or 2) into optically active allyl esters. In this system, the vanadium compounds catalyzed the continuous racemization of the alcohols along with the transposition of the hydroxyl group, while the lipase effected the chemo- and enantioselective esterification to achieve the dynamic kinetic resolution.

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Year:  2010        PMID: 20936813     DOI: 10.1021/ol102053a

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


  7 in total

1.  Kinetic resolution of secondary alcohols using amidine-based catalysts.

Authors:  Ximin Li; Hui Jiang; Eric W Uffman; Lei Guo; Yuhua Zhang; Xing Yang; Vladimir B Birman
Journal:  J Org Chem       Date:  2012-02-09       Impact factor: 4.354

2.  Dynamic kinetic resolution of allylic sulfoxides by Rh-catalyzed hydrogenation: a combined theoretical and experimental mechanistic study.

Authors:  Peter K Dornan; Kevin G M Kou; K N Houk; Vy M Dong
Journal:  J Am Chem Soc       Date:  2013-12-18       Impact factor: 15.419

3.  Tandem rhodium catalysis: exploiting sulfoxides for asymmetric transition-metal catalysis.

Authors:  K G M Kou; V M Dong
Journal:  Org Biomol Chem       Date:  2015-06-07       Impact factor: 3.876

4.  The regio- and stereospecific intermolecular dehydrative alkoxylation of allylic alcohols catalyzed by a gold(I) N-heterocyclic carbene complex.

Authors:  Paramita Mukherjee; Ross A Widenhoefer
Journal:  Chemistry       Date:  2013-01-24       Impact factor: 5.236

5.  Reducing Challenges in Organic Synthesis with Stereoselective Hydrogenation and Tandem Catalysis.

Authors:  Patrick D Parker; Xintong Hou; Vy M Dong
Journal:  J Am Chem Soc       Date:  2021-04-23       Impact factor: 16.383

Review 6.  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

7.  Free and Immobilized Lecitase™ Ultra as the Biocatalyst in the Kinetic Resolution of (E)-4-Arylbut-3-en-2-yl Esters.

Authors:  Aleksandra Leśniarek; Anna Chojnacka; Radosław Drozd; Magdalena Szymańska; Witold Gładkowski
Journal:  Molecules       Date:  2020-02-27       Impact factor: 4.411

  7 in total

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