Enantioselective synthesis of the lactone moiety of HMG-CoA reductase inhibitor: stereoselective synthesis of (+)-(4R,6R)-4-hydroxy-6-(2-phenylethyl)-tetrahydro-2H-pyran-2-one
โ Scribed by Toshio Honda; Satoko Ono; Hirotake Mizutani; Keith O. Hallinan
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- English
- Weight
- 217 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0957-4166
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โฆ Synopsis
The enantioselective synthesis of the lactone moiety of (+)-compactin and (+)mevinolin was established starting from a meso-3,5-dihydroxycyclohexanone derivative by employing an enantioselective deprotonation strategy. (~
๐ SIMILAR VOLUMES
## Abstract The stereoselective total synthesis of an antiproliferative and antifungal __ฮฑ__โpyrone natural product (6__S__)โ5,6โdihydroโ6โ[(2__R__)โ2โhydroxyโ6โphenylhexyl]โ2__H__โpyranโ2โone is described. The key steps involved are the __Prins__ cyclization, __Mitsunobu__ reaction, and ringโclosi
Optically pure 4(R),6(S)-iodolactone 1 was obtained from a-D-(+)-glucose in 17 steps with 17% overall yield. Its enantiomere4(S),6(R)-iodolactone 1' was obtained from acetonedicarboxylic acid in 9 steps in 37% overall yield and witTi\_70% ee. Key steps in the synthesis of 1' are enzyme (PLE)-catalyz