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Synthesis of C(3) Benzofuran-Derived Bisaryl Quaternary Centers: Approaches to Diazonamide A

Fuerst, Douglas E. and Stoltz, Brian M. and Wood, John L. (2000) Synthesis of C(3) Benzofuran-Derived Bisaryl Quaternary Centers: Approaches to Diazonamide A. Organic Letters, 2 (22). pp. 3521-3523. ISSN 1523-7060. https://resolver.caltech.edu/CaltechAUTHORS:20170215-134104826

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Abstract

Two complementary strategies for the synthesis of the diazonamide A bisaryl quaternary center are described. The first strategy relies upon an extremely facile tandem cyclopropanation/ring-opening sequence, which has proven amenable to chiral catalysis to provide enantioenriched material. The second strategy relies upon a more concise alkylation route ideal for material advancement.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ol006578vDOIArticle
http://pubs.acs.org/doi/suppl/10.1021/ol006578vPublisherSupporting Information
ORCID:
AuthorORCID
Stoltz, Brian M.0000-0001-9837-1528
Additional Information:© 2000 American Chemical Society. Received September 11, 2000. Publication Date (Web): October 4, 2000. We are pleased to acknowledge the support of this investigation by Bristol-Myers Squibb, Yamanouchi, Pfizer, and Merck. J.L.W. is a fellow of the Alfred P. Sloan Foundation.
Funders:
Funding AgencyGrant Number
Bristol-Myers SquibbUNSPECIFIED
YamanouchiUNSPECIFIED
PfizerUNSPECIFIED
MerckUNSPECIFIED
Alfred P. Sloan FoundationUNSPECIFIED
Issue or Number:22
Record Number:CaltechAUTHORS:20170215-134104826
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170215-134104826
Official Citation:Synthesis of C(3) Benzofuran-Derived Bisaryl Quaternary Centers:  Approaches to Diazonamide A Douglas E. Fuerst, Brian M. Stoltz, and John L. Wood Organic Letters 2000 2 (22), 3521-3523 DOI: 10.1021/ol006578v
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:74329
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:15 Feb 2017 22:40
Last Modified:15 Jun 2020 20:21

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