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Bioorg Med Chem

Title:		"Identification and synthesis of new bicyclic acetals from the mountain pine beetle, Dendroctonus ponderosae Hopkins (Col.: Scol.)"
Author(s):		Francke W; Schroder F; Philipp P; Meyer H; Sinnwell V; Gries G;
Address:		"Institut fur Organische Chemie der Universitat, Hamburg, Germany"
Journal Title:		Bioorg Med Chem
Year:		1996
Volume:		4
Issue:		3
Page Number:		363 - 374
DOI:		10.1016/0968-0896(96)00013-2
ISSN/ISBN:		0968-0896 (Print) 0968-0896 (Linking)
Abstract:		"Head-space volatiles obtained from male mountain pine beetles, Dendroctonus ponderosae, were analyzed by coupled GC-MS and chiral gas chromatography. 5-Ethyl-7-methyl-6,8-dioxabicyclo[3.2.1]octane (6) was found as a new naturally occurring isomer of brevicomin (1). In addition, several stereoisomers of 7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]octan-2-ol (11) and 1-(5-methyl-6,8-dioxabicyclo[3.2.1]octyl)ethanol (12) could be identified. Relative and absolute configurations of the compounds were determined by unambiguous syntheses, which are described"
Keywords:		"Animals Bridged Bicyclo Compounds, Heterocyclic/*analysis/chemical synthesis Coleoptera/*chemistry Gas Chromatography-Mass Spectrometry Magnetic Resonance Spectroscopy Male Sex Attractants/*analysis/chemical synthesis Stereoisomerism;"
Notes:		"MedlineFrancke, W Schroder, F Philipp, P Meyer, H Sinnwell, V Gries, G eng Research Support, Non-U.S. Gov't England 1996/03/01 Bioorg Med Chem. 1996 Mar; 4(3):363-74. doi: 10.1016/0968-0896(96)00013-2"