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ChemInform Abstract: Enantioselective Synthesis of Flavonoids. Part 5. Poly-Oxygenated β-Hydroxydihydrochalcones.

✍ Scribed by R. J. J. NEL; P. S. VAN HEERDEN; H. VAN RENSBURG; D. FERREIRA

Publisher: John Wiley and Sons
Year: 2010
Weight: 34 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199842102

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✦ Synopsis

Enantioselective Synthesis of Flavonoids. Part 5. Poly-Oxygenated β-Hydroxydihydrochalcones.

-Epoxidation of enones (I) with urea hydrogen peroxide complex in the presence of poly-(L)-leucine leads to formation of the corresponding epoxides (II) with good levels of enantioselectivity. The following catalyzed ring opening reaction of (II) affords the title β-hydroxydihydrochalcones (III) without loss of optical purity. This approach is also successfully applied to the synthesis of ent-(III) using poly-(D)-leucine.

-(NEL, R.

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