A novel sulfinylation of alkenes by tosyl cyanide with titanium(IV) chloride
β Scribed by Paul E. Morgan; Ray McCague; Andrew Whiting
- Book ID
- 104261677
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 180 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
Tosyl cyanide is activated by titanium(W) chloride to generate a tolylsulfinyl chloride equivalent, which readily stereo-and regio-spec~cally adds to certain alkenes to provide ~chlorosulfoxides. These chlorides rapidly hydrolyse on silica gel to provide [J-hydroxysulfoxides
π SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.
A series of cyclic sulfonium ylides 4a-h reacted with titanium(IV) chloride in the presence of triethylamine to give the corresponding fused 2,3-dihydro-1H-thieno [3,4-b]pyrroles 5a-h, via a ring opening and recyclization. In contrast, treatment of compounds 4a, 4b, 4e and 4f with titanium(IV) chlor