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Boron-Catalyzed C-C Functionalization of Allyl Alcohols

Rao, Santhosh and Kapanaiah, Raja and Prabhu, Kandikere Ramaiah (2019) Boron-Catalyzed C-C Functionalization of Allyl Alcohols. In: ADVANCED SYNTHESIS & CATALYSIS, 361 (6). pp. 1301-1306.

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Official URL: http://doi.org/10.1002/adsc.201801389

Abstract

Tris(pentafluorophenyl)borane-catalyzed C-C bond functionalization of arylallyl alcohols using donor-acceptor carbenes is presented. The allylic hydroxyl group is found to assist the product formation by neighboring group participation providing a clue towards mechanistic understanding. This method can also be employed to effect homologation of allyl alcohols to homoallyl alcohols. Overall, this metal-free transformation presents a novel disconnection strategy towards carbon-carbon bond scission and formation.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to WILEY-V C H VERLAG GMBH
Keywords: tris(pentafluorophenyl)borane; diazo; carbene; C-C functionalization; allyl alcohol
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 24 May 2019 15:28
Last Modified: 24 May 2019 15:28
URI: http://eprints.iisc.ac.in/id/eprint/62286

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