143140-90-3Relevant academic research and scientific papers
Tandem enyne metathesis and Claisen rearrangement: A versatile approach to conjugated dienes of variable substitution patterns
Clark, Daniel A.,Kulkarni, Amol A.,Kalbarczyk, Kyle,Schertzer, Bryan,Diver, Steven T.
, p. 15632 - 15636 (2007/10/03)
To extend the versatility of the ruthenium carbene-promoted enyne metathesis, it was combined with an Ireland ester enolate Claisen rearrangement. This reaction sequence provided conjugated dienes of higher substitution pattern than that obtained through
Terminal Alkyne-Ethylene Cross-Metathesis: Reaction of 1-Substituted Propargyl Esters at Elevated Ethylene Pressure
Smulik, Jason A.,Diver, Steven T.
, p. 1788 - 1792 (2007/10/03)
Substituted propargylic esters, resistant to complete ethylene cross-metathesis at ambient pressure, underwent cross-metathesis with ethylene at elevated pressure (4 atm) to give 2-substituted butadienes in good to excellent yields. Enantioenriched propargylic acetates, obtained through enzymatic kinetic resolution of secondary propargyl alcohols, similarly underwent ethylene metathesis with retention of stereochemistry at the chiral center.
