Asymmetric synthesis of (S)-1-methyl-2-cyclohexen-1-ol, a constituent of the aggregation pheromone of Dendroctonus pseudotsugae

Citation
Dpg. Hamon et Kl. Tuck, Asymmetric synthesis of (S)-1-methyl-2-cyclohexen-1-ol, a constituent of the aggregation pheromone of Dendroctonus pseudotsugae, TETRAHEDRON, 56(27), 2000, pp. 4829-4835
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
27
Year of publication
2000
Pages
4829 - 4835
Database
ISI
SICI code
0040-4020(20000630)56:27<4829:ASO(AC>2.0.ZU;2-0
Abstract
1-Methyl-2-cyclohexen-1-ol has been prepared by a three step synthesis from 1-methylcyclohexene, in greater than 94% e.e., via a 'merged substitution- elimination reaction' between NaSePh and 2-methyl-2-hydroxycyclohexyl p-tol uenesulphonate. (C) 2000 Elsevier Science Ltd. All rights reserved.