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Regiospecific addition of organocopper reagents to α, gb-unsaturated esters

✍ Scribed by Mohammad Behforouz; Timothy T Curran; Joseph L Bolan

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
225 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis

Mixed cuprates ArSCu(RMgX) add rapidly to crotonates and cinnamates to give high yields of Michael adducts. Cuprates "of methyl, ethyl, isopropyl, t-butyl, phenyl and vinyl were used.

Crotonates give much higher yields of adducts with cuprates using 2-methoxythiophenoxide as a ligand than with those using thiophenoxide.

In the past three decades the conjugate addition of organocopper reagents to unsaturated ketones or esters has been widely used in the synthesis of organic compounds.3

📜 SIMILAR VOLUMES

Conjugate addition of organocopper reage
Conjugate addition of organocopper reagents to n-tosylated α, β-unsaturated amides
✍ Hideo Nagashima; Nobuyasu Ozaki; Masayoshi Washiyama; Kenji ltoh 📂 Article 📅 1985 🏛 Elsevier Science 🌐 French ⚖ 248 KB

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