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

David P.G. Hamon; Kellie L. Tuck

doi:10.1016/S0040-4020(00)00402-6

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

David P.G. Hamon, Kellie L. Tuck

Research output: Contribution to journal › Article › Research › peer-review

7 Citations (Scopus)

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-toluenesulphonate. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	4829-4835
Number of pages	7
Journal	Tetrahedron
Volume	56
Issue number	27
DOIs	https://doi.org/10.1016/S0040-4020(00)00402-6
Publication status	Published - 30 Jun 2000
Externally published	Yes

Keywords

Asymmetric synthesis
Elimination reactions
Hydroxylation
Pheromones

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10.1016/S0040-4020(00)00402-6

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

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-toluenesulphonate. (C) 2000 Elsevier Science Ltd.",

keywords = "Asymmetric synthesis, Elimination reactions, Hydroxylation, Pheromones",

author = "Hamon, {David P.G.} and Tuck, {Kellie L.}",

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doi = "10.1016/S0040-4020(00)00402-6",

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AU - Hamon, David P.G.

AU - Tuck, Kellie L.

PY - 2000/6/30

Y1 - 2000/6/30

N2 - 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-toluenesulphonate. (C) 2000 Elsevier Science Ltd.

AB - 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-toluenesulphonate. (C) 2000 Elsevier Science Ltd.

KW - Asymmetric synthesis

KW - Elimination reactions

KW - Hydroxylation

KW - Pheromones

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U2 - 10.1016/S0040-4020(00)00402-6

DO - 10.1016/S0040-4020(00)00402-6

M3 - Article

AN - SCOPUS:0034733679

SN - 0040-4020

VL - 56

SP - 4829

EP - 4835

JO - Tetrahedron

JF - Tetrahedron

IS - 27

ER -

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

Abstract

Keywords

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