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Elsevier, Tetrahedron Letters, 23(41), p. 4559-4562

DOI: 10.1016/s0040-4039(00)00657-2

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ortho-Prenylphenol photooxygenation as a straightforward access to ortho-(2-hydroxy-3-methylbut-3-enyl)phenols

This paper is available in a repository.
This paper is available in a repository.

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Abstract

Photooxygenation (O-1(2)) Of ortho-prenylphenols followed by a reduction (PPh3) at low temperature (-30 degrees C) yields a mixture of ortho-(2-hydroxy-3-methylbut-3-enyl)phenols and ortho-(3-hydroxy-3-methyl-but-1-enyl)phenols. However, by running the two-step sequence at a higher temperature (15 degrees C), the secondary allylic alcohol could be selectively recovered. (C) 2000 Elsevier Science Ltd. All rights reserved.