Synthesis of optically pure forms of ipsdienol
AssigneeAldrich Chemical Company, Inc.
InventorHerbert C. Brown
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Abstract
An improved process for preparing either optically pure enantiomer of the bark beetle pheromones ipsenol and ipsdienol is provided. The process is also applicable to the condensation of aldehydes of widely varying properties to the corresponding chiral alcohol.
Claims4
An improved process for synthesizing a (+)- or (-)-optical isomer of ipsdienol comprising reacting .beta., .beta.-dimethylacrolein with a compound selected from the group consisting of .sup.d (terpenyl).sub.2 B(2'-isoprenyl) and .sup.l (terpenyl).sub.2 B(2'-isoprenyl) wherein terpenyl is selected from the group consisting of isopinocampheyl, 2-isocaranyl and 4-isocaranyl, at a temperature of from -100.degree. to 0.degree. C., filtering the resulting precipitate, concentrating the filtrate and distilling said filtrate to recover (+)- or (-)-ipsdienol.
Dependencies are inferred from the claim text.