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Stereoselective Synthesis of Fully-Substituted Acrylonitriles via Formal Acylcyanation of Electron-Rich Alkynes.
- Source :
-
Organic Letters . 6/15/2018, Vol. 20 Issue 12, p3465-3468. 4p. - Publication Year :
- 2018
-
Abstract
- A Sc(OTf)3-catalyzed formal acylcyanation of electron-rich alkynes for the efficient synthesis of fully-substituted acrylonitriles is described. By means of alkyne carbonyl metathesis, the reaction features mild conditions, high regio- and stereoselectivity, and a broad scope. The strong preference of the nitrile group for inward rotation in the torquoselective ring opening of the oxetane intermediate determines the remarkable Z selectivity of this process. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 15237060
- Volume :
- 20
- Issue :
- 12
- Database :
- Academic Search Index
- Journal :
- Organic Letters
- Publication Type :
- Academic Journal
- Accession number :
- 130289971
- Full Text :
- https://doi.org/10.1021/acs.orglett.8b01180