Preparation of the "Ziegler key intermediate" 2from lactone 3, readily obtained from hydroxy-O-ionone, was studied. In a first exploratory approach, lactones 11 and 13 were obtained but further transformations aimed at setting the ring junction were unsuccessful due to unexpected rearrangements. Thr
ChemInform Abstract: Studies on the Preparation of the “Ziegler Intermediate”, a Key Intermediate in the Total Synthesis of Forskolin.
✍ Scribed by M. LECLAIRE; R. LEVET; F. PERICAUD; L. RICARD; J. Y. LALLEMAND
- Book ID
- 112037702
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 34 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0931-7597
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
The Ziegler intermediate 2, previously used in three total syntheses of forskolin (1) has been synthesized efficiently from enone 3. The key transformation of this sequence is the early and stereoselective introduction of the C-6, C-7 oxygen functional groups present in the natural product. The hig
Study Toward the Total Synthesis of Forskolin. Part 2. Synthesis of the Epoxy-triene as the Key Intermediates. -Compound (VII) is a key intermediate for the synthesis of forskolin which shows promising potential as a novel drug for the treatment of diseases such as glancoma, congestive heart failur
An enantioselective route for the total synthesis of forskolin, a potent activator of adenylate cyclase, has been developed which is based on reduction of dienone 3 to the (S)-alcohol4 and conversion in two steps to tricyclic lactone 9, obtained in optically pure form simply by recrystallization. A