Total synthesis of the carbon analog of Δ6-PGI1
✍ Scribed by Masakatsu Shibasaki; Katsuhiko Iseki; Shiro Ikegami
- Book ID
- 104212994
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 202 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The first total synthesis of the carbon analog of 6,9a-oxido-lla,lSadihydroprosta-6( 7),13E-dienoic acid ( A6-~Il ) is described starting from 1,3-cyclooctadiene.
📜 SIMILAR VOLUMES
## (O)-methano-A 6(9a)_pGI has been synthesized by utilizing the regiocontrolled cleavage of the B-propio&one tiith the dialkylaluminum acetylide.
A synthesis of dl-9(O)-methano-A 6(9a)\_pGI 1 (1\_), a more potent prostacyclin analog than carbacyclin, has been accomplished utilizing regiocontrolled transformation of the enone to the olefin via the allylsilane as a key step.
## Abstract Total synthesis of mevinic acid analog **1** has been achieved efficiently starting from chiral 2,3‐__O__‐isopropylidene‐D‐glyceraldehyde (**2**). The synthesis involves __Mitsunobu__ reaction and __Evans__' intramolecular oxa‐__Michael syn__‐addition reactions as key steps.