Facile preparation and rearrangement of allylic dialkoxy disulfides
β Scribed by Samuel Braverman; Tatiana Pechenick
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 227 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Allylic dialkoxy disulfides were obtained in good yields and their reactivity has been investigated. Similarly to allylic sulfoxylates, these esters undergo double [2,3]-sigmatropic rearrangement to the appropriate vic-disulfoxides. The latter, being unstable, undergoes spontaneous rearrangement to the corresponding thiosulfonates.
π SIMILAR VOLUMES
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A selective and efficient method for disulfide bond formation in pepti\_' \_de~\_ \_ u "tdizin8 cartxm ~de in dichlommethane in the presence of tetrabutylammonium fluoride (TBAF) is described. The reactloa gt, ceeded rapidly and no side reaction was observed with nuclcophific amino acids such as Met