دورية أكاديمية

Synthese des (±)-Rosmarinsäuremethylesters.

التفاصيل البيبلوغرافية
العنوان: Synthese des (±)-Rosmarinsäuremethylesters. (German)
العنوان البديل: Synthesis of (±)-rosmarinic acid methylester. (English)
المؤلفون: Reimann, E., Maas, H., Pflug, T.
المصدر: Chemical Monthly / Monatshefte für Chemie; Oct1997, Vol. 128 Issue 10, p995-1008, 14p
مستخلص: Regioselective cleavage of the glycidic ester 3 by BF3/ether to pyruvic acid ester 4 followed by NaBH4 reduction affords the lactic acid derivative 5a which in turn can be acylated by caffeoyl chloride 8c to yield the O-protected rosmarinic acid ester 9a. Alternatively, 9a can be prepared by acylation of 5a with diethylphosphono acetyl chloride ( 6c) thus generating the Wadsworth-Emmons reagent 7a which is subsequently reacted with the aldehyde 1a. The analogous reaction using the silyl protected educts 7d and 1b failed to give 9d. Finally, 9a is debenzylated by BCl3 furnishing the title compound 10a in fair total yield. [ABSTRACT FROM AUTHOR]
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قاعدة البيانات: Complementary Index
الوصف
تدمد:00269247
DOI:10.1007/BF00806966