A convenient 3-step synthesis of (R)-7-hydroxycarvone from (S)-alpha-pinene |
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| Authors: | Lakshmi Rajamma Bateman T David McIntosh Matthias C |
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| Institution: | Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, AR 72701, USA. |
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| Abstract: | A convenient 3-step synthesis of (R)-7-hydroxycarvone (2) has been developed starting from (S)-alpha-pinene (7), using photooxygenation, oxidation, and fragmentation reactions. An improved synthesis of epoxy alcohol 6 and an unusual Ti(OiPr)(4) catalyzed hydroxy epoxide to keto alcohol rearrangement are also described. |
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