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Approaches to the Preparation of 4‐Benzyloxy‐2‐(α,α,α‐D 3 )methylphenol, a Building Block for Labeled δ‐Tocopherol, and a New Synthesis of R , R , R ‐5‐D 3 ‐α‐Tocopherol
Author(s) -
Mazzini Francesco,
Mandoli Alessandro,
Salvadori Piero,
Netscher Thomas,
Rosenau Thomas
Publication year - 2004
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400535
Subject(s) - chemistry , tocopherol , block (permutation group theory) , phenol , combinatorial chemistry , stereochemistry , organic chemistry , antioxidant , combinatorics , vitamin e , mathematics
Different routes are described for the synthesis of 4‐benzyloxy‐2‐D 3 ‐phenol, a key building block in the preparation of D 3 ‐δ‐tocopherol. Conditions for the improvement of Minami’s reduction are also given, allowing a straightforward route to the title compound and a new synthesis of R , R , R ‐5‐D 3 ‐α‐tocopherol in good yields, starting from widely available R , R , R ‐α‐tocopherol. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)