Abstracts Chemistry

Michael reactions part IV syntheses with carboalkoxycarbenes

by Frederick Ralph Carman

"A preliminary investigation has been made involving syntheses with dicarboalkoxycarbenes for the purpose of developing new heterocyclic and alicyclic synthese employing functionalized carbenes. The ultimate goals were the development of a stereospecific synthesis of trans fused and angularly substituted ring systems suitable for conversion to natural products and the development of useful synthetic paths to the azabullvalene system. Although these ultimate goals were not realized, new and improved syntheses of alkyl substituted anisoles and diazomalonic esters, including the first reported synthesis of di-tert-butyl-diazomalonate were accomplished. The addition of dicarboalkoxycarbenes to di-, tri- and tetra- substituted ethylenes, tropilidene and 7-aza-tropilidenes by thermolysis and photoysis has led to the first reported addition of a substituted carbene to tropilidene and the isolation of a substituted 3,4-homotropilidene" – Abstract, p. iii.