Enantioselective total synthesis of potent 9?-11-hydroxyhexahydrocannabinol

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dc.contributor.author Maurya, Vidyasagar
dc.contributor.author Appayee, Chandrakumar
dc.date.accessioned 2019-12-30T10:09:23Z
dc.date.available 2019-12-30T10:09:23Z
dc.date.issued 2019-12
dc.identifier.citation Maurya, Vidyasagar and Appayee, Chandrakumar, "Enantioselective total synthesis of potent 9?-11-hydroxyhexahydrocannabinol", The Journal of Organic Chemistry, DOI: 10.1021/acs.joc.9b02962, Dec. 2019. en_US
dc.identifier.issn 0022-3263
dc.identifier.issn 1520-6904
dc.identifier.uri https://doi.org/10.1021/acs.joc.9b02962
dc.identifier.uri https://repository.iitgn.ac.in/handle/123456789/5046
dc.description.abstract The first total synthesis of potent cannabinoid, 9?-11-hydroxyhexahydrocannabinol is achieved through proline catalyzed inverse-electron-demand Diels�Alder reaction. Using this asymmetric catalysis, the cyclohexane ring is constructed with two chiral centers as a single diastereomer with 97% ee. The creation of the third chiral center and benzopyran ring is demonstrated with the elegant synthetic strategies. This mild and efficient synthetic methodology provides a new route for the asymmetric synthesis of the other potent hexahy-drocannabinols.
dc.description.statementofresponsibility by Vidyasagar Maurya and Chandrakumar Appayee
dc.language.iso en_US en_US
dc.publisher American Chemical Society en_US
dc.title Enantioselective total synthesis of potent 9?-11-hydroxyhexahydrocannabinol en_US
dc.type Article en_US
dc.relation.journal The Journal of Organic Chemistry


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