Rearrangement and Fluorination of Quinidinone in Superacid.
β Scribed by Vincent Chagnault; Sebastien Thibaudeau; Marie-Paule Jouannetaud; Jean-Claude Jacquesy; Alain Cousson; Christian Bachmann
- Book ID
- 102005112
- Publisher
- John Wiley and Sons
- Year
- 2007
- Weight
- 19 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0931-7597
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π SIMILAR VOLUMES
SbF5 at OΒ°C, vindoline la and its deaeetyl derivative l.~b yield the cathovaline like compounds 4 and 5\_., respoctively, and the furanic diastereoisemers \_2 and 3. Flunm derivatives (20S)-10b-d rearrange in supemcids to 4 (92%), \_5 (60%) and to lac~ne 11 (58%), respectively, whereas the (20R) ana
Rearrangement of Vindoline and Derivatives in Superacidic Media. -Whereas the (20S)-fluoro derivatives (VI)-(VIII) rearrange to different products [(III), (V), or (IX)], the (20R) analogues are completely unreactive.