Investigations towards the synthesis of a CD-steroid intermediate

Banerjee, D. K. ; Kasturi, T. R. ; Sai Baba, R. ; Sarkar, A. (1985) Investigations towards the synthesis of a CD-steroid intermediate Proceedings of the Indian Academy of Sciences - Chemical Sciences, 95 (5-6). pp. 439-446. ISSN 0253-4134

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The development of a new synthesis of 2,6,7,7a-tetrahydro-lβ-hydroxy-4-formyl-7a-methylindene was undertaken involving the preparation of 2,6,7,7a-tetra-hydro-1β-hydroxy-4-methoxymethyl-7a-methylindene because of the erratic yield in the last oxidation step of the reported synthesis of the former compound. Although various attempts to prepare the latter were not successful, interesting rearrangement products, the dienone, 5,6,7,7a-tetrahydro-4,7a-dimethyl-5H-indene-1,5-dione and the tricyclic keto alcohol, 2,6-diketo-3-methyltricyclo(5,2,1,0)decan-8-ol, were obtained, the structures of which have been proved by spectral data. Mechanisms for the formation of these products have been proposed.

Item Type:Article
Source:Copyright of this article belongs to Indian Academy of Sciences.
Keywords:Methylindene; Synthesis; Spectral Data; Dienone; Tricyclic Keto Alcohol
ID Code:16095
Deposited On:15 Nov 2010 14:13
Last Modified:17 May 2016 00:55

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