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Synthesis 2005(15): 2615-2618
DOI: 10.1055/s-2005-872175
DOI: 10.1055/s-2005-872175
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York
One-Pot Catalytic Synthesis of 2-(1,2-Dihydroxypropyl)phenol Derivatives from 2-Allylphenols in Aqueous Media
Weitere Informationen
Received
14 June 2005
Publikationsdatum:
16. August 2005 (online)
Publikationsverlauf
Publikationsdatum:
16. August 2005 (online)
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Abstract
Catalytic amounts of the hydrophilic ligand [(HOCH2CH2NHCOCH2)2NCH2]2 and palladium(II) salts, in the presence of hydrogen peroxide, water and alcohol, allow the direct transformation of 2-allylphenols into 2-(1,2-dihydroxypropyl)phenol derivatives. The mechanism involves sequential isomerisation, epoxidation, and oxirane-opening.
Keywords
alcohols - oxidations - phenols - palladium - epoxidations
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References
Less than 55% yield was obtained from this reaction when carried out in the absence of L H .