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Selective CN bond cleavage of 4-silyl-substituted 1,2-thiazetidine 1,1-dioxides with EtAlCl2: Stereospecific formation of (E)-vinylsulfonamides

✍ Scribed by Tadashi Kataoka; Tetsuo Iwama; Atsuko Takagi


Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
251 KB
Volume
37
Category
Article
ISSN
0040-4039

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Reactions of 1,2-thiazetidine 1,1-dioxid
✍ Tetsuo Iwama; Tadashi Kataoka; Osamu Muraoka; Genzoh Tanabe 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 964 KB

Reactions of 4-nonsubstituted l~-sultams 1 with methyilithium gave only (E)vinylsulfonamides 2, whereas 2-aminoethyl sulfones 3 were obtained as minor products by use of methylmagnesium bromide. Reactions of 4-monosubstituted [3-sultams 6 with organolithiums gave (E)-vinylsulfonamides 7 stereoseleet