Synthesis of 5,5-Disubstituted Butenolides Based on a Pd-Catalyzed γ-Arylation Strategy

Author(s)
Hyde, Alan M.; Buchwald, Stephen Leffler
Thumbnail
DownloadBuchwald_Synthesis of 5,5.pdf (370.3Kb)
PUBLISHER_POLICY
Terms of use
Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
Metadata
Show full item record
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.
Date issued
2009-05
URI
http://hdl.handle.net/1721.1/82106
Department
Massachusetts Institute of Technology. Department of Chemistry
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.
Version: Author's final manuscript
ISSN
1523-7060
1523-7052
Collections