Organic reactions in a solid matrix-IV: Oxirane rearrangement on modified-alumina

Joshi, V. S. ; Sukh Dev, (1977) Organic reactions in a solid matrix-IV: Oxirane rearrangement on modified-alumina Tetrahedron, 33 (22). pp. 2955-2957. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/0...

Related URL: http://dx.doi.org/10.1016/0040-4020(77)88029-0

Abstract

Rearrangement of methyldialkyl-substituted oxiranes to the corresponding allylic secondary alcohols with active Al2O3 is accompanied by carbonium ion rearrangements. The effect of modifying the Al2O3 with various bases or salts has been studied. With NaOH-modified Al2O3, the carbonium ion-rearrangements are significantly suppressed, and rearrangement to the allylic alcohols becomes the major pathway. Rearrangement of 2,10-epoxypinane (both isomers) on Al2O3-NaOH is reported.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:53939
Deposited On:10 Aug 2011 14:42
Last Modified:10 Aug 2011 14:42

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