D-Ribonolactone, an inexpensive, commercially available sugar, has been transformed stereoselectively into naturally occurring lactones, the litsenolides Cl and C2. During the course of chemical studies on Litsea Japonica (Thunb) Juss., a plant
A short stereoselective synthesis of (±)-litsenolides C1 and C2.
✍ Scribed by Pierre Barbier; Claude Benezra
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 200 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A five-.step synthesis of the above substances from ethy2 phenylthioacetate and I-bromotetradecane is described.
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## Abstract For Abstract see ChemInform Abstract in Full Text.
A short route to novel a-(2-aminothiazolyl)-C-nucleosides has been developed. The key step was the high diastereoselective reduction of the hemiacetal intermediates using L-Selectride, which afforded the corresponding R-diols in quantitative yields. These diols were converted, after C4-C1 ring closu
Nucleophilic additionsto D-isolevoglucosenone are face selectiveand generatethe corresponding enoiateswhichreact with l,2:3,4-di-04sopropylidene-a-r)[email protected],5-!3Woseto givealdolr3dduc@. ne\* w ~reduced stereoselectively intoC(I+3) glycosides of 1,6anhydro-u-gahwta-pyranose. @1997 Elsevi