Process for producing (.+-.)-2,5,5,8a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin
AssigneeKuraray Co., Ltd.
InventorsGoro Asanuma, Yoshin Tamai
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Abstract
A process for producing (.+-.)-2,2,2,5a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin, comprising the steps of allowing a carbonate of dihydro-.beta.-vinyl-ionol to react with carbon monoxide in the presence of a palladium catalyst to form .beta.-monocyclohomofarnesic acid, cyclizing said .beta.-monocyclohomofarnesic acid in the presence of an acid catalyst to form (.+-.)-norambreinolid, and hydrolyzing said (.+-.)-norambreinolide to form (.+-.)-2,5,5,8a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin.
Claims18
A process for producing (.+-.)-2,5,5,8a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin, comprising the steps of:
- allowing a carbonate of dihydro-.beta.-vinyl-ionol according to the following formula:
- ##STR6## wherein R is an alkyl group, to reach with carbon monoxide in the presence of a palladium catalyst to form .beta.-monocyclohomofarnesic acid;
- cyclizing said .beta.-monocyclohomofarnesic acid in the presence of an acid catalyst to form (.+-.)-norambreinolide, according to the following reaction:
- ##STR7## and hydrolyzing said (.+-.)-norambreinolide to form (.+-.)-2,5,5,8a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin.
Dependencies are inferred from the claim text.