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Possible conformations and relative stability of the 7-membered ring in 1α,5β,6,7α(H)-and 1β,5α,6,7α(H)-guai-11(13)-en-6,12-olides

✍ Scribed by A. S. Fazylova; K. M. Turdybekov


Publisher
Springer
Year
2000
Tongue
English
Weight
234 KB
Volume
36
Category
Article
ISSN
0009-3130

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Synthetic transformation of santonin int
✍ Harapanhalli, Ravi S. 📂 Article 📅 1988 🏛 John Wiley and Sons 🌐 English ⚖ 383 KB

A seven-step synthesis of a new intermediate (5a,fa,llfi)-3,6dioxogermacr-l-cn-l3,7-olide (10) is describcd starting from [ -)-~-santonin (I). The key stcp in thc transformation was photolytic skclctal rearrangement of (4qSP,601,11 F)-S-hydroxy-2oxoeudesman-l3.6-olide (9) to the W e compound, scnsit