Stereoselective synthesis of tetrahydrofurans using intramolecular oxymercurations
โ Scribed by Agatha Garavelas; Irene Mavropoulos; Patrick Perlmutter; Gunnar Westman
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- French
- Weight
- 196 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
The reaction of diterpenes l-3 and monoterpenes 2, 10 with thallium -triacetate leads stereoselectively to the tetrahydrofuran products 5-7 and 11, --12 respectively, by S-Endo-Trig cyclisation of the 3-alkenol system.
## Iodocyclizations of 4-alkene-1,3-diol derivatives proceed with high stereocontrol to provide cis 2-iodomethyl-3-hydroxy(akoxy)tetrahydrofirans. The effect of alkoqy substituents on the diastereoselectivity has also been assessed.
The stereoselective synthesis of trisubstituted tetrahydrofurans from benzyl diazoacetate and cยข-alkyl-~-benzyloxyaldehydes or cยข-alkyl-~-(triethylsilyl)oxyaldehydes is described.