One-Pot Synthesis of Optically Active Allyl Esters via Lipase−Vanadium Combo Catalysis

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...

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Veröffentlicht in:Organic letters 2010-11, Vol.12 (21), p.4900-4903
Hauptverfasser: Akai, Shuji, Hanada, Ryosuke, Fujiwara, Noboru, Kita, Yasuyuki, Egi, Masahiro
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Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol102053a