A new, highly efficient method for the conversion of alcohols to thiolesters and thiols
โ Scribed by R.P. Volante
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 176 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Various alcohols were converted to their corresponding thiolacetates by treatment with triphenylphosphine and diisopropyl azodicarboxylate in the presence of thiolacetlc acid. The overall conversion was both highly efficient (89-99X yields) and stereoselective (99.5% inversion).
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An efficient protocol for the synthesis of chiral polyhydroxy diacetylenic alcohols from chiral 4,5-O-isopropylidene propargyl chlorides using strong bases is described and is useful for the synthesis of biologically active natural products.