Asymmetric synthesis of a pheromone for Andrena haemorrhoa F from a chiral nitro alcohol obtained by the yeast reduction of a nitro ketone

Article abstract of DOI:10.1016/S0040-4020(01)89061-X

The α-position to the nitro group in 4-nitro-2-butanol or 5-nitro-2-pentanol was acylated under DBU-catalysis after the hydroxy group was protected by a t-butyl dimethylsilyl group. The present method has been applied to the asymmetric stereoselective synthesis of a pheromone for Andrena haemorrhoa F, which has an interesting spiroacetal strucure.