Arylative intramolecular allylation of ketones with 1,3-enynes enabled by catalytic alkenyl-to-allyl 1,4-Rh(I) migration

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Partridge, Benjamin M., Callingham, Michael, Lewis, William and Lam, Hon Wai (2017) Arylative intramolecular allylation of ketones with 1,3-enynes enabled by catalytic alkenyl-to-allyl 1,4-Rh(I) migration. Angewandte Chemie International Edition, 56 (25). pp. 7227-7232. ISSN 1521-3773

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/anie.201703155/abstract;jsessionid=11B11CC2788E4CFE65F8314173C89D8C.f04t02

Abstract

Alkenyl-to-allyl 1,4-Rh(I) migration enables the generation of nucleophilic allylrhodium(I) species by remote C–H activation. This new mode of reactivity was employed in the diastereoselective reaction of arylboron reagents with substrates containing a 1,3-enyne tethered to a ketone, to give products containing three contiguous stereocenters. The products can be obtained in high enantioselectivities using a chiral sulfur–alkene ligand.

Item Type:	Article
RIS ID:	https://nottingham-repository.worktribe.com/output/865599
Schools/Departments:	University of Nottingham, UK > Faculty of Science > School of Chemistry
Identification Number:	10.1002/anie.201703155
Depositing User:	Eprints, Support
Date Deposited:	08 May 2017 12:22
Last Modified:	04 May 2020 18:49
URI:	https://eprints.nottingham.ac.uk/id/eprint/42584

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