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Author Notes:

hmdavie@emory.edu

We thank Dr. John Bacsa and Mr. Thomas Pickel at the Emory X-ray Crystallography Facility for the X-ray structural analysis.

HMLD is a named inventor on a patent entitled, Dirhodium Catalyst Compositions and Synthetic Processes Related Thereto (US 8,974,428, issued 3/10/2015). The other authors have no competing financial interests.

Subjects:

Research Funding:

Financial support was provided by AbbVie, NSF under the CCI Center for Selective C-H Functionalization (CHE-1700982) and the NIH (GM099142-05). Z. J. G. was supported on a fellowship from the NIH (F32GM130020). Instrumentation used in this work was supported by the National Science Foundation (CHE 1531620 and CHE 1626172). We wish to thank the members of the NSF Center for C-H Functionalization (CHE-1700982) for helpful discussions regarding this work.

Keywords:

  • Science & Technology
  • Physical Sciences
  • Chemistry, Organic
  • Chemistry
  • PHENYL(BROMODICHLOROMETHYL)MERCURY-DERIVED DICHLOROCARBENE
  • MEDICINAL CHEMISTRY
  • BONDS
  • INSERTION
  • PRODUCTS

Regio- and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization of Organosilanes by Donor/Acceptor Carbenes Derived from Aryldiazoacetates

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Journal Title:

ORGANIC LETTERS

Volume:

Volume 21, Number 12

Publisher:

, Pages 4910-4914

Type of Work:

Article | Post-print: After Peer Review

Abstract:

The regioselective and enantioselective intermolecular sp3 C-H functionalization of silicon-substituted alkanes with aryl diazoacetates was accomplished using the recently developed dirhodium catalyst Rh2(S-TPPTTL)4. These reactions generate a diverse array of stereodefined substituted silacycloalkanes with high enantioselectivity and diastereoselectivity.
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