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- Title
A Sterically Congested α-Cyanoamine as a Cyanating Reagent: Cyanation of Acetals and Orthoesters.
- Authors
Kotani, Shunsuke; Sakamoto, Midori; Osakama, Kazuki; Nakajima, Makoto
- Abstract
The cyanation of acetals and orthoesters by using a sterically congested α-cyanoamine as a cyanating reagent was investigated. The α-cyanoamine effectively facilitated cyanation in the presence of trichlorosilyl triflate to produce a variety of cyanated adducts in excellent yields. Analysis of the reaction mixture by 1H NMR spectroscopy revealed that trichlorosilyl triflate produced an oxocarbenium cation species as an intermediate.
- Subjects
CYANIDES; ACETAL resins; ESTERS; AMINE derivatives; NUCLEAR magnetic resonance spectroscopy; TRIFLATE compounds; SILYLATION
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 30, p6606
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201501084