Remarkable stereocontrol in the addition of an anion to an α- alkoxyaldehyde by encouraging or discouraging internal complexation. Applications to brief syntheses of the [formula omitted][formula omitted] (house mouse) pheromone and [formula omitted]-brevicomin

Abstract

Stereoselective addition of ethylmetallic reagents to acrolein dimer 1 and the conversion of the threo alchol 4t to exo -brevicomin and the Mus musculus pheromone are reported.