Synthetic studies directed toward streptenol D: enantioselective preparation of the 3,5-diacetoxy-6 E,8 E-decadiene segment

The enantioselective preparation of 2-(3′ R,5′ R-diacetoxy-6 E,8 E-decadienyl)-1,3-dioxane, (+)- 13, is described. This synthesis of the skeleton of streptenol D utilizes the ability of a diene-complexed (tricarbonyl)iron unit to serve as a protecting and stereodirecting functionality.

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 9; no. 21; pp. 3781 - 3788
Main Authors Dasgupta, Bireshwar, Donaldson, William A.
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 1998
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Summary:The enantioselective preparation of 2-(3′ R,5′ R-diacetoxy-6 E,8 E-decadienyl)-1,3-dioxane, (+)- 13, is described. This synthesis of the skeleton of streptenol D utilizes the ability of a diene-complexed (tricarbonyl)iron unit to serve as a protecting and stereodirecting functionality.
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(98)00388-7