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Synthetic Transformations of Abietic Acid IV [1]. B- and C-Ring Oxidation

✍ Scribed by Armin Presser; Ernst Haslinger; Robert Weis; Antje Hüfner


Publisher
Springer Vienna
Year
1998
Tongue
English
Weight
175 KB
Volume
129
Category
Article
ISSN
0026-9247

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Reaction of gmelinol 1 with BF3-etherate followed by treatment with various additives gave two isomeric woducts 2 and $ formed by rearrangement of the 2,6-diaryl-3,7-dioxabizyclo[3.3.0]oetane skeleton. Compounds 2 and S on oxidation with DDQ in trifluor~\_\_~ic acid or benzene produced enantiomers $