학술논문
Preparation of Key Intermediates for the Syntheses of Coenzyme Q10 and Derivatives by Cross-Metathesis Reactions.
Document Type
Article
Author
Source
Subject
*UBIQUINONES
*ESTERS
*CLAISEN rearrangement
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*
Language
ISSN
1420-3049
Abstract
An alternative catalytic strategy for the preparation of benzylmethacrylate esters, key intermediates in the synthesis of coenzyme Q10 and derivatives, was reported. This strategy avoided undesirable stoichiometric reduction/oxidation processes by utilizing the catalytic formation of allylarenes and then cross-metathesis to selectively form E-benzylmethacrylate esters with good yields (58–64%) and complete E-selectivity. The ester intermediates were reduced to common key benzylallylic alcohols (90–92% yield), which were subsequently used in the formal syntheses of coenzyme Q10 and one derivative. [ABSTRACT FROM AUTHOR]