6,6-Dimethoxy Bicyclo[3.2.0]Heptan-2-One: An Intermediate for Prostanoid Synthons

doi:10.1002/BSCB.19790880112

Paper

6,6-Dimethoxy Bicyclo[3.2.0]Heptan-2-One: An Intermediate for Prostanoid Synthons

Published Sep 1, 2010 · D. Keukeleire, H. D. Wilde, Frank Verzele

Bulletin des Sociétés Chimiques Belges

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Abstract

The known 6,6-dimethoxy bicyclo [3.2.0]heptan-2-one, obtained by (π 2 + π 2) photocycloaddition of 2-cyclopentenone and 1, 1-dimethoxyethene, is an adequate precursor for prostanoid synthons. Its conversion into intermediates for the 11-desoxyprostaglandin (PG) series and for PGC2 is described.

Study Snapshot

6,6-dimethoxy bicyclo [3.2.0]heptan-2-one is an adequate precursor for prostanoid synthons and can be converted into intermediates for the 11-desoxyprostaglandin (PG) series and PGC2.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

6,6-Dimethoxy Bicyclo[3.2.0]Heptan-2-One: An Intermediate for Prostanoid Synthons

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References

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The conformational behavior of 6,7-disubstituted 2oxabicyclo[3.3.0]octan3ones is easily assignable between configurations a (6-endo-7-exo), b (6-endo-7-endo) and c (6

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The oxygen functionalized vinylcopper reagent can be used to synthesize prostaglandin models and prostaglandins by conjugate addition to cyclic and acyclic enones, with methoxyisopropyl group as a protecting group for ease of formation and removal.

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This study demonstrates the total syntheses of dl-11-deoxy PGE 1, PGF 1, and PGF 1, using a photoannelation reaction between 2 alpha, beta-unsaturated ketones, resulting in methoxy and acetoxy derivatives.

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