Asymmetric synthesis of oxindoles containing a quaternary stereogenic centre by catalytic O/C-carboxyl rearrangement

Ismail, Muhammad, Nguyen, Huy V., Ilyashenko, Gennadiy, Motevalli, Majid and Richards, Christopher J. ORCID: https://orcid.org/0000-0001-7899-4082 (2009) Asymmetric synthesis of oxindoles containing a quaternary stereogenic centre by catalytic O/C-carboxyl rearrangement. Tetrahedron Letters, 50 (46). pp. 6332-6334. ISSN 0040-4039

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Abstract

A catalysed O/C-carboxyl rearrangement generates the all-carbon stereogenic centre in phenyl 1,3-dimethyl-5-methoxy-2-oxoindoline-3-carboxylate (up to 57% ee). Crystallisation and removal of racemic crystals enhance the ee to 95%. The X-ray crystal structure of the cobalt metallocene-pyrrolidinopyridine nucleophilic catalyst employed is reported. (C) 2009 Elsevier Ltd. All rights reserved.

Item Type:	Article
Additional Information:	Ismail, Muhammad Nguyen, Huy V. Ilyashenko, Gennadiy Motevalli, Majid Richards, Christopher J.
Faculty \ School:	Faculty of Science > School of Chemistry
Depositing User:	Rachel Smith
Date Deposited:	21 Feb 2012 11:24
Last Modified:	24 Oct 2022 00:19
URI:	https://ueaeprints.uea.ac.uk/id/eprint/37276
DOI:	10.1016/j.tetlet.2009.08.122

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