Synthesis of (-)-periplanone-B a sex pheromone component of the American cockroach (periplaneta americana)

Shigefumi Kuwahara; Kenji Mori

doi:10.1016/S0040-4020(01)81464-2

Synthesis of (-)-periplanone-B a sex pheromone component of the American cockroach (periplaneta americana)

Shigefumi Kuwahara, Kenji Mori

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

37 Citations (Scopus)

Abstract

The naturally occurring (-)-enantiomer of periplanone-B was synthesized stereoselectively starting from (S)-3-cyclohexene-1-carboxylic acid. The crystalline pheromone was obtained in 12% overall yield through 18 steps.

Original language	English
Pages (from-to)	8075-8082
Number of pages	8
Journal	Tetrahedron
Volume	46
Issue number	24
DOIs	https://doi.org/10.1016/S0040-4020(01)81464-2
Publication status	Published - 1990
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Synthesis of (-)-periplanone-B a sex pheromone component of the American cockroach (periplaneta americana)",

abstract = "The naturally occurring (-)-enantiomer of periplanone-B was synthesized stereoselectively starting from (S)-3-cyclohexene-1-carboxylic acid. The crystalline pheromone was obtained in 12% overall yield through 18 steps.",

author = "Shigefumi Kuwahara and Kenji Mori",

year = "1990",

doi = "10.1016/S0040-4020(01)81464-2",

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AU - Mori, Kenji

PY - 1990

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N2 - The naturally occurring (-)-enantiomer of periplanone-B was synthesized stereoselectively starting from (S)-3-cyclohexene-1-carboxylic acid. The crystalline pheromone was obtained in 12% overall yield through 18 steps.

AB - The naturally occurring (-)-enantiomer of periplanone-B was synthesized stereoselectively starting from (S)-3-cyclohexene-1-carboxylic acid. The crystalline pheromone was obtained in 12% overall yield through 18 steps.

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DO - 10.1016/S0040-4020(01)81464-2

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VL - 46

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EP - 8082

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

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