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Regioselective Reactions of Highly Substituted Arynes

Tadross, Pamela M. and Gilmore, Christopher D. and Bugga, Pradeep and Virgil, Scott C. and Stoltz, Brian M. (2010) Regioselective Reactions of Highly Substituted Arynes. Organic Letters, 12 (6). pp. 1224-1227. ISSN 1523-7060. https://resolver.caltech.edu/CaltechAUTHORS:20100405-115154177

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Abstract

The fully regioselective reactivity of four new highly substituted silyl aryl triflate aryne precursors in aryne acyl-alkylation, acyl-alkylation/condensation, and heteroannulation reactions is reported. The application of these more complex arynes provides access to diverse natural product scaffolds and obviates late-stage functionalization of aromatic rings.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ol1000796DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ol1000796PublisherArticle
ORCID:
AuthorORCID
Virgil, Scott C.0000-0001-8586-5641
Stoltz, Brian M.0000-0001-9837-1528
Additional Information:© 2010 American Chemical Society. Published In Issue: March 19, 2010; article ASAP: February 18, 2010; received: January 12, 2010. The authors thank The Gordon and Betty Moore Foundation, Abbott, Amgen, Boehringer- Ingelheim, Bristol-Myers Squibb, Merck, Sigma-Aldrich, Teva USA Scholars grant, The California HIV/AIDS Research Program (fellowship to P.M.T.) and Caltech for generous funding.
Funders:
Funding AgencyGrant Number
Gordon and Betty Moore FoundationUNSPECIFIED
AbbotUNSPECIFIED
AmgenUNSPECIFIED
Boehringer-IngelheimUNSPECIFIED
Bristol-Myers SquibbUNSPECIFIED
MerckUNSPECIFIED
Sigma-AldrichUNSPECIFIED
Teva USA Scholars grantUNSPECIFIED
California HIV/AIDS Research ProgramUNSPECIFIED
CaltechUNSPECIFIED
Issue or Number:6
Record Number:CaltechAUTHORS:20100405-115154177
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20100405-115154177
Official Citation:Regioselective Reactions of Highly Substituted Arynes Pamela M. Tadross, Christopher D. Gilmore, Pradeep Bugga, Scott C. Virgil, Brian M. Stoltz Organic Letters 2010 12 (6), 1224-1227
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:17854
Collection:CaltechAUTHORS
Deposited By: Jason Perez
Deposited On:06 Apr 2010 20:50
Last Modified:09 Mar 2020 13:19

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