摘要 |
PURPOSE:To obtain the titled substance contained as a partial structure of prostaglandins in high stereoselectivity and yield, by reacting an optically active alcohol and water with lithium aluminum hydride and reducing an enone using the formed complex. CONSTITUTION:A compound expressed by formula I and water are reacted with lithium aluminum hydride in an aprotic solvent, preferably THF, etc., at -10-+25 deg.C for 0.5-10hr in an inert gas atmosphere to form a complex, which is used as a reducing agent to reduce an enone expressed by formula II (R<1> is 1-20C organic group; R<2> is 1-10C aliphatic or aromatic group) in an aprotic solvent in an inert gas atmosphere at -100--30 deg.C for 1-24hr to afford the aimed compound expressed by formula III. The compound expressed by formula I can be mass-produced using tartaric acid available at a low cost as a starting material.
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