To establish allylic substitution of secondary allylic alcohol derivatives with alkynyl copper reagents, allylic esters bearing the (2-pyridine) CO2-,(2-pyrazine) CO2-,(EtO) 2PO2-, C6F5CO2-, o-(Ph2P) C6H4CO2-, MeOCO2-, or AcO-group were examined. First, picolinate (R1= Me, R2= CH2OPMB) was subjected to reaction with (TMS-C C) 2CuLi· LiBr at 0° C. Although no substitution took place, MgBr2 (3 equiv) was found to promote the reaction to ...
