Abstract
Stereospecific [3,3]-sigmatropic rearrangement of O-substituted thiocarbamate derivatives of enantiopure allylic alcohols provides allylic thiocarbamates as single enantiomers. Intramolecular arylation by rearrangement of their allyllithium derivatives provides allylic tertiary thiols. Allylation and ring-closing metathesis gives 2,5-dihydrothiophenes containing sulfur-bearing quaternary centres.
| Original language | English |
|---|---|
| Pages (from-to) | 6754-6757 |
| Number of pages | 4 |
| Journal | Chemical Communications |
| Volume | 50 |
| Issue number | 51 |
| DOIs | |
| Publication status | Published - 2014 |
Keywords
- nitrogen-containing heterocycles
- sterically hindered olefins
- stereoselective-synthesis
- kinetic resolution
- oligosaccharide fragment
- stereochemical course
- acid-derivatives
- cross-metathesis
- tertiary thiols
- ketones