Synthesis of highly substituted 2,6-anti-configured tetrahydropyrans. First steps towards an efficient access to amphidinol 3 ring system |
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| Authors: | Christophe Dubost Justin Bryans |
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| Institution: | a Université catholique de Louvain, Département de Chimie, Unité de chimie organique et médicinale, Bâtiment Lavoisier, Place Louis Pasteur 1, 1348 Louvain-la Neuve, Belgium
b Pfizer Global Research and Development, Sandwich, Kent CT13 9NJ, England, UK |
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| Abstract: | Highly functionalised and polysubstituted tetrahydropyrans, akin to the middle core of the amphidinols, can be efficiently synthesised, with full stereocontrol and in good yields, using as key steps an anti-allylation reaction coupled with an intramolecular Sakurai cyclisation. Three approaches were devised in order to reach a broad range of substitution patterns. |
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| Keywords: | Tetrahydropyrans Amphidinols Sakurai reaction Allylation Tin |
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