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Heterocyclic steroidsâVII *1: Rearrangement of 1-diethylamino-5-(m-methoxyphenoxy)-pent-2-yne

Kasturi, TR and Govindan, G and Damodaran, KM and Subrahmanyam, G (1973) Heterocyclic steroidsâVII *1: Rearrangement of 1-diethylamino-5-(m-methoxyphenoxy)-pent-2-yne. In: Tetrahedron, 29 (5). pp. 715-718.

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Thermal rearrangement of diethylamino 5-(m-methoxyphenoxy)-pent-2-yne (3) gives 1-(m-methexyphenoxy)-pent-3,4-diene (14) in about 8% yield. Hydration of the latter yields 1-(m-methoxyphenoxy)-pentan-4-one (6), which has been synthesised by an unambiguous route. A mechanism of formation of the allene (14) from the amine (3) has been suggested.

Item Type: Journal Article
Publication: Tetrahedron
Publisher: Elsevier Science
Additional Information: Copy right of this article belongs to Elsevier Science.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 06 Jan 2010 05:49
Last Modified: 19 Sep 2010 05:46
URI: http://eprints.iisc.ac.in/id/eprint/23549

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