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- W2018756072 abstract "Die Acetalisierung der 1,1- und 1,2-disubstituierten Diole 14–19 mit den Ketobausteinen 20 und 21 wird untersucht. Großen Einfluß auf die Stereochemie der gebildeten Dioxolane 22–27 (Diastereomerengemische) hat das Substitutionsmuster der eingesetzten Diole, wobei die Diastereoselektivität durch die Reaktionstemperatur determiniert wird (bis zu de ≧ 99%). Basierend auf diesen Untersuchungen wird die Synthese der Enantiomeren der Pheromone endo- und exo-Brevicomin (1 bzw. 2) sowie Frontalin (3) beschrieben. Stereoselective Acetalization of 1,1- and 1,2-Disubstituted Diols as Common Principle in the Synthesis of the Enantiomers of the Bicyclic Acetal Pheromones endo- and exo-Brevicomin and Frontalin The acetalization of the 1,1- and 1,2-disubstituted diols 14–19 with the keto compounds 20 and 21 has been investigated. The substitution pattern of the used diols shows great influence on the stereochemistry of the obtained dioxolanes 22–27 (mixtures of diastereomers), while diastereoselectivity is determined by the reaction temperature (up to de ≧ 99%). Considering these investigations, the synthesis of the enantiomers of the pheromones endo- and exo-brevicomin (1 resp. 2) and frontalin (3) is described." @default.
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- W2018756072 title "Stereoselektive Acetalisierung von 1,1- und 1,2-disubstituierten Diolen als allgemeines Syntheseprinzip für die Enantiomeren der bicyclischen Acetalpheromoneendo- undexo-Brevicomin sowie Frontalin" @default.
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- W2018756072 doi "https://doi.org/10.1002/jlac.198919890104" @default.
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