Format

Send to

Choose Destination
Angew Chem Int Ed Engl. 2017 Feb 20;56(9):2459-2463. doi: 10.1002/anie.201611625. Epub 2017 Jan 18.

Highly Stereoselective Gold-Catalyzed Coupling of Diazo Reagents and Fluorinated Enol Silyl Ethers to Tetrasubstituted Alkenes.

Author information

1
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, East China Normal University, 3663N Zhongshan Road, Shanghai, 200062, China.
2
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai, 200032, China.

Abstract

We report a highly stereoselective synthesis of all-carbon or fluorinated tetrasubstituted alkenes from diazo reagents and fluorinated enol silyl ethers, using C-F bond as a synthetic handle. Cationic AuI catalysis plays a key role in this reaction. Remarkable fluorine effects on the reactivity and selectivity was also observed.

KEYWORDS:

coupling reactions; diazo reagents; fluorine effects; gold catalysis; olefination

PMID:
28097773
DOI:
10.1002/anie.201611625

Supplemental Content

Full text links

Icon for Wiley
Loading ...
Support Center