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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Official URL: https://doi.org/10.1021/ol201613a
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:
?? STEREOCENTERSPALLADIUM-CATALYZED ALLYLATIONQUATERNARY CARBON CENTERSWORKING MODELKETONESENOL CARBONATES3-ALLYL-3-ARYL OXINDOLESENANTIOSELECTIVE ALLYLIC ALKYLATIONTSUJI ALLYLATIONC-HBIOCHEMISTRYORGANIC CHEMISTRYPHYSICAL AND THEORETICAL CHEMISTRY ??
ID Code:
62815
Deposited By:
Deposited On:
15 Mar 2013 11:33
Refereed?:
Yes
Published?:
Published
Last Modified:
15 Sep 2023 04:06