R. Mebane, K. Smith, Darlene R. Rucker
Feb 19, 1999
Citations
0
Influential Citations
8
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Reaction of diethyl dibromomalonate ( 1 ) with sodium methoxide in cyclohexene yields dibromonorcarane ( 2 ) as the major product. This product forms via the capture of dibromocarbene ( 4 ) by cyclohexene. Dibromocarbene, in turn, is generated from ethyl tribromoacetate ( 6 ) which evidence suggests arises via a bromophilic attack between the carboethoxydibromomethyl carbanion ( 7 ) and diethyldibromomalonate ( 1 ).