Synthetic Studies on Prostanoids. III. Stereochemistry of the Key Intermediate (IV) in the Total Synthesis of Prostaglandin F1α
✍ Scribed by Koichi Kojima; Kiyoshi Sakai
- Publisher
- Elsevier Science
- Year
- 1972
- Tongue
- French
- Weight
- 195 KB
- Volume
- 13
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
reoeived in UK for publication 7 Juu 1972) In a preceding paper we described the stereoselective total synthesis of PGFla via the key intermediate (IV). In this communication, we wish to report the configuration of hydroxyester (IV)2, which was stereospecifically derived by Pd-C reduction (II), esterification with CH2N2 (III)4 and NaBHa reduction from the starting material (I).
📜 SIMILAR VOLUMES
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