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Conjugate addition of organocopper reagents to n-tosylated α, β-unsaturated amides

✍ Scribed by Hideo Nagashima; Nobuyasu Ozaki; Masayoshi Washiyama; Kenji ltoh

Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
248 KB
Volume
26
Category
Article
ISSN
0040-4039

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✦ Synopsis

N-Tosylated cx, S-unsaturated amides and lactams undergo facile conjugate addition with R'CuLi or RMgX/CuI (cat.).

Stereoselective synthesis of trans-S,y-dialkyl-y-lactams

📜 SIMILAR VOLUMES

Dibutylboron triflate promoted conjugate
Dibutylboron triflate promoted conjugate addition of benzylic and allylic organocopper reagents to chiral α,β-unsaturated N-acyl imidazolidinones
✍ Pieter S. van Heerden; Barend C.B. Bezuidenhoudt; Daneel Ferreira 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 192 KB

The organocopper-Lewis acid system, RCu-TMEDA-BuzBOTf, is useful for conjugate addition to highly constrained chiral c~,lS-unsaturated N-acyl imidazolidiannes. In comparison with the corresponding TMSCi-activated reagents, Bu2BOTf exhibits a dramatic increase in reactivity during 1,4-addition of ben