Studies in claisen rearrangement-VI : Ortho Claisen rearrangement of dissymmetrical 1,4-diaryloxy-trans-2-butenes

Thyagarajan, B. S. ; Balasubramanian, K. K. ; Bhima Rao, R. (1967) Studies in claisen rearrangement-VI : Ortho Claisen rearrangement of dissymmetrical 1,4-diaryloxy-trans-2-butenes Tetrahedron, 23 (8). pp. 3533-3539. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)92314-2

Abstract

The ortho Claisen rearrangement of dissymmetrical, 1,4-diaryloxy-trans-2-butenes has been studied. Degradative evidence was provided to determine the migratory aptitude of the aryl moieties. An ortho substituent on the aryl ring induced greater ease of migration. Para chloro and para methyl functions induced nearly equal migratory aptitude.

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