1 research outputs found
Diastereoselective One-Pot Knoevenagel Condensation/Corey–Chaykovsky Cyclopropanation
Efforts to substitute the cyclopropane ring in a series
of aryl
cyclopropylnitriles led to the discovery of an operationally simple
one-pot method for Knoevenagel condensation and subsequent Corey–Chaykovsky
cyclopropanation giving diastereomerically pure products as a racemic
mixture of enantiomers. Method development and results for variably
substituted aryl acetonitriles and aldehydes in the reaction are reported.
A concise synthesis of (±)-bicifadine in two steps is provided
to demonstrate the utility of the method