Studies in metal-ammonia reduction. Part 4. Reduction and reductive methylation of 7-methoxy-3,4-dihydrophenanthren-1(2H)-one and 7-methoxy-1,2-dihydrophenanthren-4(3H)-one

Rao, GSR Subba and Sundar, N Shyama (1982) Studies in metal-ammonia reduction. Part 4. Reduction and reductive methylation of 7-methoxy-3,4-dihydrophenanthren-1(2H)-one and 7-methoxy-1,2-dihydrophenanthren-4(3H)-one. In: Perkin Transactions 1, 6 . pp. 1381-1384.

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Abstract

Birch reduction and reductive methylations of the title compounds have been investigated. 7-Methoxy-3,4-dihydrophenanthren-1(2H)-one (2) yields the cis-3,4,9,10,11,12-hexahydro-derivative (15) while the 7-methoxy-1,2-dihydrophenanthren-4(3H)-one (5) is reduced to the corresponding 1,2,9,10-tetrahydro-derivative (7). The factors influencing the mechanism of the reduction process have been discussed. The reductive methylation products of the ketone (2) are useful substrates in the synthesis of 9-methyl steroids.

Item Type:	Journal Article
Publication:	Perkin Transactions 1
Publisher:	RSC Publishing
Additional Information:	Copyright of this article belongs to Royal Society of Chemistry.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	23 Dec 2009 09:44
Last Modified:	19 Sep 2010 05:44
URI:	http://eprints.iisc.ac.in/id/eprint/23086

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