## MOLECULAR STRUCTURES OF THE INTERNAL ACETALS DERIVED FROM (1s. 10.5) -AND ( l H , 108) -DIHYDROXY-36-ACETOXY-5,10-SECO-5-CHOLESTANONES\*
Chemistry of the Ginkgolides, IX. Ozonolysis of (10R)-10-Acetoxy-3,14-didehydroginkgolide
✍ Scribed by Weinges, Klaus ;Schick, Hartmut ;Irngartinger, Hermann ;Oeser, Thomas
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 214 KB
- Volume
- 1997
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
Ozonolysis of (10__R__)‐10‐acetoxy‐3,14‐didehydroginkgolide (1) did not lead to the expected α‐hydroxy ketone 3b. Instead, ring‐opening of the acetal ring C occurred leading, after acetylation, to the spiroacylal 2. Its structure was confirmed by crystal structure analysis.
📜 SIMILAR VOLUMES
CH,(18) + 14-CH3; 2.07, s CH,( 4) (CDCI,);not yet crystalli~ed]~). Finally, 8 was converted by catalytic hydrogenation [5%-Pd/C in ethanol/triethylamine; + 11 and cyclisation [HCl in acetic acid] into 3-oxo-17~-acetoxy-14a-methyl-A4-8a,9B,lOa,13a-estrene (12) [m.p. 86-88'; -[ U ] D = + 1' (CHC1,).
## Abstract __Zusammenfassung__. Im Rahmen der vorliegenden Mitteilung berichten wir über den partial‐synthetischen Aufbau von 3‐Oxo‐17 β‐acetoxy‐14α‐methyl‐Δ^4^‐8α, 9β, 10α, 13α‐östren (**12**), dessen Struktur anschliessend mittels dreidimensionaler Röntgenanalyse [2] sichergestellt worden ist. A