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Enantioselective Stetter Reactions Catalyzed by Bis(amino)cyclopropenylidenes: Important Role for Water as an Additive

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dc.contributor.authorRezazadeh Khalkhali, Mehran
dc.contributor.authorWilde, Myron M. D.
dc.contributor.authorGravel, Michel
dc.date.accessioned2020-12-21T16:39:49Z
dc.date.available2020-12-21T16:39:49Z
dc.date.issued12/15/2020
dc.description.abstractThe first highly enantioselective intermolecular Stetter reaction using simple enones is reported. A series of novel chiral BAC structures were designed and prepared. They were tested in the Stetter reaction with simple aldehydes and enones. The products were generated in excellent yields and enantioselectivities (up to 92% ee). Surprisingly, a substoichiometric amount of water was crucial to obtain high enantioselectivities. Chiral BACs were also shown to catalyze 1,6-conjugate addition reactions with paraquinone methides enantioselectively.en_US
dc.description.sponsorshipNSERC grant RGPIN-2017-06230en_US
dc.description.versionPeer Revieweden_US
dc.identifier.citationRezazadeh Khalkhali, M.; Wilde, M. M. D.; Gravel, M. Org. Lett. 2021, 23. https://doi.org/10.1021/acs.orglett.0c03879en_US
dc.identifier.doi10.1021/acs.orglett.0c03879
dc.identifier.urihttp://hdl.handle.net/10388/13180
dc.language.isoenen_US
dc.publisherACS Publicationsen_US
dc.titleEnantioselective Stetter Reactions Catalyzed by Bis(amino)cyclopropenylidenes: Important Role for Water as an Additiveen_US
dc.typeArticleen_US

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