Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals

2,3-Butanediacetal derivatives were used for the stereoselective synthesis of unsymmetrically substituted cis-epoxides. The procedure was applied for the preparation of both enantiomers of disparlure and monachalure, the components of the sex pheromones of the gypsy moth (Lymantria dispar) and the n...

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Autores principales: Drop, Adam, Wojtasek, Hubert, Frąckowiak-Wojtasek, Bożena
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7136567/
https://www.ncbi.nlm.nih.gov/pubmed/32280390
http://dx.doi.org/10.3762/bjoc.16.57
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author Drop, Adam
Wojtasek, Hubert
Frąckowiak-Wojtasek, Bożena
author_facet Drop, Adam
Wojtasek, Hubert
Frąckowiak-Wojtasek, Bożena
author_sort Drop, Adam
collection PubMed
description 2,3-Butanediacetal derivatives were used for the stereoselective synthesis of unsymmetrically substituted cis-epoxides. The procedure was applied for the preparation of both enantiomers of disparlure and monachalure, the components of the sex pheromones of the gypsy moth (Lymantria dispar) and the nun moth (Lymantria monacha) using methyl (2S,3R,5R,6R)-3-ethylsulfanylcarbonyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carboxylate as the starting material.
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spelling pubmed-71365672020-04-10 Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals Drop, Adam Wojtasek, Hubert Frąckowiak-Wojtasek, Bożena Beilstein J Org Chem Full Research Paper 2,3-Butanediacetal derivatives were used for the stereoselective synthesis of unsymmetrically substituted cis-epoxides. The procedure was applied for the preparation of both enantiomers of disparlure and monachalure, the components of the sex pheromones of the gypsy moth (Lymantria dispar) and the nun moth (Lymantria monacha) using methyl (2S,3R,5R,6R)-3-ethylsulfanylcarbonyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carboxylate as the starting material. Beilstein-Institut 2020-04-03 /pmc/articles/PMC7136567/ /pubmed/32280390 http://dx.doi.org/10.3762/bjoc.16.57 Text en Copyright © 2020, Drop et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Drop, Adam
Wojtasek, Hubert
Frąckowiak-Wojtasek, Bożena
Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals
title Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals
title_full Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals
title_fullStr Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals
title_full_unstemmed Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals
title_short Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals
title_sort synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7136567/
https://www.ncbi.nlm.nih.gov/pubmed/32280390
http://dx.doi.org/10.3762/bjoc.16.57
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