Synthesis of methyl 4-dihydrotrisporate B and methyl trisporate B, morphogenetic factors of Zygomycetes fungi-Reference-Cited by-同舟云学术

Synthesis of methyl 4-dihydrotrisporate B and methyl trisporate B, morphogenetic factors of Zygomycetes fungi

Published:2017-11-21 Issue:1-2 Volume:73 Page:59-66
ISSN:1865-7125
Container-title:Zeitschrift für Naturforschung C
language:en
Short-container-title:

Author:

Nakamura Yoko¹,Paetz Christian²,Boland Wilhelm³

Affiliation:

1. Max Planck Institute for Chemical Ecology , Department of Bioorganic Chemistry , Jena , Germany

2. Max Planck Institute for Chemical Ecology , Biosynthesis/NMR , Jena , Germany

3. Max Planck Institute for Chemical Ecology , Department of Bioorganic Chemistry , Hans-Knöll-Straße 8 , 07745 Jena , Germany

Abstract

Abstract (9Z)-Methyl 4-dihydrotrisporate B and (9Z)-methyl trisporate B, pheromones of Zygomycetes fungi, have been synthesized using Stille cross-coupling from previously described cyclohexenone precursors. Conducting the coupling without protection groups allowed for a short and stereospecific synthesis route of the late trisporoids. Stability studies for both the compounds revealed (9Z)-methyl trisporate B to be very unstable against UV irradiation.

Publisher

Walter de Gruyter GmbH

Subject

General Biochemistry, Genetics and Molecular Biology

Link

https://www.degruyter.com/document/doi/10.1515/znc-2017-0148/pdf

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