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Synthesis of highly substituted 2,6-anti-configured tetrahydropyrans. First steps towards an efficient access to amphidinol 3 ring system

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Dubost, C Marko, Istvan [UCL] Bryans, J

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. (c) 2005 Elsevier Ltd. All rights reserved.

Document type Article de périodique (Journal article) – Article de recherche
Access type Accès restreint
Publication date 2005
Language Anglais
Journal information "Tetrahedron Letters" - Vol. 46, no. 23, p. 4005-4009 (2005)
Peer reviewed yes
Publisher Pergamon-elsevier Science Ltd (Oxford)
issn 0040-4039
e-issn 1873-3581
Publication status Publié
Affiliation UCL
Keywords tetrahydropyrans ; amphidinols ; Sakurai reaction ; allylation ; tin
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Bibliographic reference Dubost, C ; Marko, Istvan ; Bryans, J. Synthesis of highly substituted 2,6-anti-configured tetrahydropyrans. First steps towards an efficient access to amphidinol 3 ring system. In: Tetrahedron Letters, Vol. 46, no. 23, p. 4005-4009 (2005)
Permanent URL http://hdl.handle.net/2078.1/39315