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Chemistry of Ginkgolides, VII . Preparation and Crystal Structure Analysis of a Secondary Ozonide from Ginkgolide A
Author(s) -
Weinges Klaus,
Schick Hartmut,
Pritzkow Hans
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970529
Subject(s) - ozonide , chemistry , ozonolysis , diazomethane , ginkgolides , derivative (finance) , organic chemistry , medicinal chemistry , stereochemistry , ginkgo , botany , financial economics , economics , biology
By hydrogenation of 3,14‐didehydro‐10‐hydroxyginkgolide (3,14‐anhydroginkgolide A, 1 ) the 3,14‐didehydro‐10‐hydroxyginkgolide‐15‐acid ( 2 ) was obtained. Reaction with diazomethane led to the methyl ester 2a , which was transformed into its MOM derivative 2b . Ozonolysis of 2b gave a stable secondary ozonide 3 and 10‐methoxymethoxy‐3‐oxo‐14,15,16‐trinorginkgolide ( 4 ).