M. Fujii, Sadayuki Ishii, R. Saito
Aug 1, 2009
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Influential Citations
11
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Journal
Journal of Molecular Catalysis B-enzymatic
Abstract
Abstract The optical resolution of racemic albicanol ( rac - 1 ) based on the lipase-catalyzed transesterification by using vinyl myristate as an acyl donor afforded (8a R )- 1 (99% ee) in 43% yield and (8a S )- 1 (99% ee) in 37%. E value of the enzymatic reaction was 56.7 which was superior to that of the reported value ( E = 25) by using isopropenyl acetate as an acyl donor. As the synthetic application of obtained (8a R )- 1 , (−)-copalic acid ((8a R )- 3 ) and (−)-copalol ((8a R )- 4 ) were synthesized from (8a R )- 1 in 35% and 34% total yield, respectively.