« Previous AbstractThe evolution of plasticity of dauer larva developmental arrest in the nematode Caenorhabditis elegans    Next AbstractHyperpolarization-activated cyclic nucleotide-gated channels in mouse vomeronasal sensory neurons »

Bioorg Med Chem

Title:		Asymmetric aldol condensation as a route to polypropionate derived pheromones
Author(s):		DiBattista JP; Webster FX;
Address:		"Department of Chemistry, SUNY College of Environmental Science and Forestry, Syracuse, NY 13210, USA"
Journal Title:		Bioorg Med Chem
Year:		1996
Volume:		4
Issue:		3
Page Number:		423 - 428
DOI:		10.1016/0968-0896(96)00021-1
ISSN/ISBN:		0968-0896 (Print) 0968-0896 (Linking)
Abstract:		The synthesis of the polypropionate-derived pheromones sitophilate (1) and sitophilure (2) are described using an asymmetric aldol condensation as the key step to adduct 6; compound 6 was smoothly converted to the antipodes of each pheromone. This procedure can be expanded to more complicated structures with the same type of syn configuration such as stegobinone (3) and serricornin (4)
Keywords:		"Ketones/*chemical synthesis Magnetic Resonance Spectroscopy Pheromones/*chemical synthesis Propionates/*chemistry Pyrones/chemical synthesis Spectrophotometry, Infrared Stereoisomerism Valerates/*chemical synthesis;"
Notes:		"MedlineDiBattista, J P Webster, F X eng England 1996/03/01 Bioorg Med Chem. 1996 Mar; 4(3):423-8. doi: 10.1016/0968-0896(96)00021-1"