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

Authors
Helesbeux, JJ Guilet, D Seraphin, D Duval, O Richomme, P Bruneton, J
Citation
Jj. Helesbeux et al., ortho-prenylphenol photooxygenation as a straightforward access to ortho-(2-hydroxy-3-methylbut-3-enyl)phenols, TETRAHEDR L, 41(23), 2000, pp. 4559-4562
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
23
Year of publication
2000
Pages
4559 - 4562
Database
ISI
SICI code
0040-4039(20000612)41:23<4559:OPAASA>2.0.ZU;2-#
Abstract
Photooxygenation (O-1(2)) Of ortho-prenylphenols followed by a reduction (P Ph3) at low temperature (-30 degrees C) yields a mixture of ortho-(2-hydrox y-3-methylbut-3-enyl)phenols and ortho-(3-hydroxy-3-methyl-but-1-enyl)pheno ls. However, by running the two-step sequence at a higher temperature (15 d egrees C), the secondary allylic alcohol could be selectively recovered. (C ) 2000 Elsevier Science Ltd. All rights reserved.