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Reaction of dicarbonyl compounds with dimethyl 3-ketoglutarate. Influence of steric effects on success of the condensation

✍ Scribed by K. Avasthi; M.N. Deshpande; Wen-Ching Han; J.M. Cook; U. Weiss

Publisher: Elsevier Science
Year: 1981
Tongue: French
Weight: 249 KB
Volume: 22
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)81935-3

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✦ Synopsis

The influence of steric factors on the synthesis of substituted bicyclo[3.3.01octane-3,7 drones via the condensation of 1,2-dicarbonyl compounds with dimethyl 3-ketoglutarate 2 is described.

Recently Bertz reported a new approach to synthetic analysis la,lb which employs graph theory and information theory in order to evaluate alternate synthetic routes toward a common target.

In this vein, the generation of molecular complexity In the polyquinane area & reaction of 1 with 2 (Scheme I) compared favorably with the formation of complex polycyclic molecules composed of six-membered rings formed by the Diels-Alder2 reaction. This is 1~1 agreement with our earlier view on the condensation. 3

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