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

✍ Scribed by Jean-Jacques Helesbeux; David Guilet; Denis Séraphin; Olivier Duval; Pascal Richomme; Jean Bruneton

Book ID: 104210392
Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 112 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)00657-2

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✦ Synopsis

Photooxygenation ( 1 O 2 ) of ortho-prenylphenols followed by a reduction (PPh 3 ) at low temperature (^30 C) yields a mixture of ortho-(2-hydroxy-3-methylbut-3-enyl)phenols and ortho-(3-hydroxy-3-methylbut-1-enyl)phenols. However, by running the two-step sequence at a higher temperature (15 C), the secondary allylic alcohol could be selectively recovered.

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