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Catalytic asymmetric synthesis of chromenes and tetrahydroquinolines via sequential allylic alkylation and intramolecular Heck coupling.
|Title||Catalytic asymmetric synthesis of chromenes and tetrahydroquinolines via sequential allylic alkylation and intramolecular Heck coupling.|
|Publication Type||Journal Article|
|Year of Publication||2012|
|Authors||Hornillos V, van Zijl AW, Feringa BL|
|Journal||Chemical communications (Cambridge, England)|
|Date Published||2012 Apr 18|
Highly enantioselective synthesis of chiral chromenes and tetrahydroquinolines is achieved by combining asymmetric copper-catalyzed allylic substitution with Grignard reagents and an efficient intramolecular Heck reaction. Moreover, the exocyclic double bond formed in the cyclisation was subjected to RCM, hydroboration and hydrogenation illuminating the synthetic versatility of these heterocycles.
|Alternate Journal||Chem. Commun. (Camb.)|