Asymmetric Decarboxylative Allylation of Oxindoles

Franckevicius, Vilius and Cuthbertson, James D. and Pickworth, Mark and Pugh, David S. and Taylor, Richard J. K. (2011) Asymmetric Decarboxylative Allylation of Oxindoles. Organic Letters, 13 (16). pp. 4264-4267. ISSN 1523-7060

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Abstract

An asymmetric decarboxylative palladium-catalyzed allylation of alkyl- and aryl-substituted oxindoles has been developed, enabling the installation of an all-carbon quaternary chiral center at the oxindole 3-position in excellent yields and good to excellent enantioselectivity. An intriguing substrate-dependent reversal in stereoselectivity has been observed, whereby the size of the substituent determines the facial selectivity in the allylation step.

Item Type:
Journal Article
Journal or Publication Title:
Organic Letters
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1606
Subjects:
ID Code:
62815
Deposited By:
Deposited On:
15 Mar 2013 11:33
Refereed?:
Yes
Published?:
Published
Last Modified:
25 Feb 2020 07:08