Base catalyzed rearrangement of some bicyclic ketol acetates

Kalyanasundaram, M. ; Rajagopalan, K. ; Swaminathan, S. (1980) Base catalyzed rearrangement of some bicyclic ketol acetates Tetrahedron Letters, 21 (45). pp. 4391-4394. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)77866-X

Abstract

The ketol 3a̲ and its acetate 3b̲ when refluxed in methanolic potassium hydroxide (5%) were found to rearrange to 4-methyl-8-acetyl-5,6,7,8-tetrahydro-1-naphthol 4̲ . The epimeric acetate 3c also behaved likewise. A mechanism is suggested for the rearrangement.

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ID Code:70795
Deposited On:21 Nov 2011 10:39
Last Modified:21 Nov 2011 10:39

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