One-Pot Synthesis of Optically Active Allyl Esters via Lipase-Vanadium Combo Catalysis
Shuji Akai*, Ryosuke Hanada, Noboru Fujiwara, Yasuyuki Kita and Masahiro Egi
*School of Pharmaceutical Sciences, University of Shizuoka,
52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan, Email: akai
u-shizuoka-ken.ac.jp
S. Akai, R. Hanada, N. Fujiwara, Y. Kita, M. Egi, Org. Lett., 2010, 12, 4900-4903.
DOI: 10.1021/ol102053a
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Abstract
The combination of a vanadium-oxo compound with a lipase enables the regio- and enantioconvergent transformation of racemic allyl alcohols into optically active allyl esters. In this dynamic kinetic resolution, the vanadium compounds catalyzes both the racemization and the transposition of the hydroxyl group, while the lipase effects the chemo- and enantioselective esterification.
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Key Words
ID: J54-Y2010-3070
