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Updated: Mar 27, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
An asymmetric tandem reaction of dicyanoalkenes with conjugated sulfinyl imino esters
Francesc Ferrer-Pérez1, Marcos Escolano1, Daniel Gaviña1
1Department of Organic Chemistry, University of Valencia, Avda. Vicent Andrés Estellés 22, 46100-Burjasot-Valencia, Spain. carlos.pozo@uv.es.
Abstract:
An asymmetric tandem reaction of α,α-dicyanoalkenes and enantiomerically pure α,β-unsaturated N-sulfinyl imino esters is reported herein. It involves a four-step protocol that ends up in the generation of a new family of tetracyclic products in a diastereoselective fashion. The overall process takes place with good yields and moderate to good enantioselectivities, and entails the formation of three bonds and four stereocenters. A plausible reaction mechanism has also been proposed.
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