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Synthetic investigation on the building of ring A of steroids

Banerjee, DK and Dutta, J and Rao, AS and Jacob, EJ (1960) Synthetic investigation on the building of ring A of steroids. In: Tetrahedron, 8 (1-2). pp. 163-169.

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Official URL: http://dx.doi.org/10.1016/S0040-4020(01)93342-3


Methyl 7-keto-1,2,3,4,4a,5,6,7-octahydronaphthoate (Va) has been prepared by the reduction of 7-methoxy-1,2,3,4-tetrahydronaphthoic acid (III) with lithium and ammonia followed by hydrolysis of the enol ether, esterification and migration of the double bond. Alkylation of Va has led to the substitution at the expected 8-position. Methyl 4-keto-7-methoxy-1,2,3,4-tetrahydronaphthoate (X), an intermediate in the preparation of III, has been converted into methyl 3-methyl-3-cyano-4-keto-7-methoxy-1,2,3,4-tetrahydronaphthoate (XIII).

Item Type: Journal Article
Publication: Tetrahedron
Publisher: Elsevier Science
Additional Information: Copyright of this article belongs to Elsevier Science.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 23 Jun 2010 06:02
Last Modified: 19 Sep 2010 06:09
URI: http://eprints.iisc.ac.in/id/eprint/28505

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