Synthesis of 5,5-Disubstituted Butenolides Based on a Pd-Catalyzed γ-Arylation Strategy
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Buchwald_Synthesis of 5,5.pdf
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Author(s) •
Hyde, Alan M.
Buchwald, Stephen Leffler
Date Issued
May 2009
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Hyde, Alan M., and Stephen L. Buchwald. “Synthesis of 5,5-Disubstituted Butenolides Based on a Pd-Catalyzed γ-Arylation Strategy.” Organic Letters 11, no. 12 (June 18, 2009): 2663-2666.
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Author's final manuscript
Abstract
Methods for the construction of quaternary carbon centers are of great interest to synthetic chemists due to their presence in natural products. Development of the Pd-catalyzed arylation of butenolides with high selectivity for the γ-position allows for a facile construction of quaternary centers. The preparation of a wide variety of γ-aryl butenolides containing a number of functional groups is outlined. An application of this chemistry for a one-pot synthesis of a tricyclic tetrahydroisoquinolinone is demonstrated.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ol9007102