Synthesis of Decalin Type Chiral Synthons Base on Enzymatic Function
キーワード:
enantioselective benzoylation,
enantioselective hydrolysis,
lipase,
decalin type chiral synthon
2000 年 48 巻 8 号 p. 1176-1186
詳細
2000 年 48 巻 8 号 p. 1176-1186
Enzymatic monobenzoylation of (±)-2-hydroxy-decahydro-5, 5, 8a-trimethyl-1-naphthalenemethanol derivatives (1-4) using vinyl benzoate in organic solvent gave the optically active diols (1-4) and monobenzoates (16-19). The enantiomeric excess (ee) of the enzymatic reaction products were found to be in the range of 11% to 49%. On the other hand, enzymatic hydrolysis of the acetoxybenzylidene acetal (±)-25d, e was found to give more than 90% ee of (10aS)-25d, e in moderate yield. Finally, the 90% ee of (10aS)-25e was converted to the 90% ee of the desired (8aS)-1.
