The synthesis of a,S-epoq sulfoxides (1) and sulfones (2,3) has been described recently. This communication reports the thermal and acid catalyzed rearrangements of a,S-epoxy sulfolddes Ia and Ib and of the corresponding a,@epoxy sulfones, IIa and IIb, as examples of what appears to be a general me
Thermal (1,3)-allylic rearrangements in sulfoxides and sulfones
β Scribed by Raymond D. Baechler; Pamela Bentley; Lisa Deuring; Susan Fisk
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 326 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
Substituted thiophenyl ally1 sulfones undergo a 1,3-allylic sulfonyl shift and this rearrangement has been utilized within a metallation-alkylation sequence. The synthetic application of sulfones to the preparation of natural products has increased enormously during the past several years. 1~ This
The thermal decomposition of 1,4-dithiin sulfoxides has been known for a Chem., 38, 2419 (1973); K. Praefcke and C. Weichsel, Liebign Ann., 333 (1980), and references cited therein.
## Abstract Stereospecific ring opening of the sulfoxides __cis__β13 and __trans__β14 in refluxing toluene gave the corre sponding sulfenic acids 9, 10 intermediates respectively. The sulfenic acid 9 dimerized to the thiolsulfinate 17 by dual function of the sulfenic acid as __S__βnucleophile/__S__
## Abstract For Abstract see ChemInform Abstract in Full Text.