Towards a [4+2] Route to (+/-)-decarestrictines J and H: Synthesis of a Bicyclic Key-intermediate - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chiang Mai J. Sci Année : 2004

Towards a [4+2] Route to (+/-)-decarestrictines J and H: Synthesis of a Bicyclic Key-intermediate

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Résumé

Towards a [4+2] Route to ()-decarestrictines J and Towards a [4+2] Route to ()-decarestrictines J and Towards a [4+2] Route to ()-decarestrictines J and Towards a [4+2] Route to ()-decarestrictines J and Towards a [4+2] Route to ()-decarestrictines J and Sopa Chewchanwuttiwong [a], Arnaud Martel [b], Duang Buddhasukh [a], Eric Brown [b], Sopa Chewchanwuttiwong [a], Arnaud Martel [b], Duang Buddhasukh [a], Eric Brown [b], Sopa Chewchanwuttiwong [a], Arnaud Martel [b], Duang Buddhasukh [a], Eric Brown [b], Sopa Chewchanwuttiwong [a], Arnaud Martel [b], Duang Buddhasukh [a], Eric Brown [b], Sopa Chewchanwuttiwong [a], Arnaud We describe here the development of an approach to the synthesis of 3-oxo-7-hydroxy-9-decanolides of biological interest. This strategy involves two key steps : the inverse electron demand Hetero-Diels-Alder reaction of an original dienophile (1,5-dimethoxy-cyclohexa-1,4-diene), which will ensure the construction of an advanced structure in a very short number of steps, and the ring opening of a functionalized bicyclic lactol, leading to the requisite decanolide. The diastereocontrolled synthesis of such a lactol will be detailed in this communication.
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hal-02313828 , version 1 (14-10-2019)

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  • HAL Id : hal-02313828 , version 1

Citer

Sopa Chewchanwuttiwong, Arnaud Martel, Duang Buddhasukh, Eric Brown, Florian Gallier, et al.. Towards a [4+2] Route to (+/-)-decarestrictines J and H: Synthesis of a Bicyclic Key-intermediate. Chiang Mai J. Sci, 2004, 31, pp.181 - 184. ⟨hal-02313828⟩
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