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Elsevier, Tetrahedron, 23(57), p. 4939-4943

DOI: 10.1016/s0040-4020(01)00437-9

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Study of a 1,6-hydride shift in an open chain of hydroxylactam-triarylcarbinols

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This paper is available in a repository.

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Abstract

Hydroxylactam-alcohols 5a,b,d (isoindole series), under acidic treatment gave phthalimides 7a,b,d via a hydride shift induced by an intramolecular pi -stacking (benzene-benzene or benzene-thiophene interaction) which did not occur in 10a (succinimide series). (C) 2001 Elsevier Science Ltd. All rights reserved.