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Title

Enantioselective Palladium-Catalyzed [3C + 2C] and [4C + 3C] Intramolecular Cycloadditions of Alkylidenecyclopropanes

AuthorsVerdugo, F.; Villarino, Lara; Durán, Juan; Gulías, Moisés; Mascareñas, José L. ; López, Fernando
KeywordsEnantioselective
Cycloaddition
Palladium
Phosphoramidite
Asymmetric
Alkylidenecyclopropane
Issue Date2018
PublisherAmerican Chemical Society
CitationACS Catalysis 8: 6100-6105 (2018)
AbstractWe report a highly enantioselective [3C + 2C] intramolecular cycloaddition of alkylidenecyclopropanes (ACPs) and alkenes. The best results are obtained by using sterically demanding chiral phosphoramidite ligands derived from Vapol. Moreover, we also show that related, but less bulky, phosphoramidites can also lead to very effective [4C + 3C] cycloadditions when dienes, instead of alkenes, are used as reacting partners. The reactions provide a practical, simple, and selective access to optically active, synthetically appealing 5,5- and 5,7-bicyclic systems.
Publisher version (URL)http://dx.doi.org/10.1021/acscatal.8b01296
URIhttp://hdl.handle.net/10261/172856
Identifiersdoi: 10.1021/acscatal.8b01296
issn: 2155-5435
Appears in Collections:(IQOG) Artículos
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