✦ LIBER ✦

A stable 1:1 lithium acylcyanocuprate. Dependence of the stability of acylcyanocuprates on the nature of the alkyl substituent.

✍ Scribed by Dietmar Seyferth; Richard C. Hui

Publisher: Elsevier Science
Year: 1986
Tongue: French
Weight: 234 KB
Volume: 27
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)84288-4

No coin nor oath required. For personal study only.

✦ Synopsis

Acylcuprates obtained by carbonylation of R(CN)CuLi cuprates (R = t-Bu, set-Bu) at low temperature are effective in the direct nucleophilic 1,4-acylation of a,S-unsaturated ketones and aldehydes.

The R = t-Bu reagent is sufficiently stable so that it can be used even at room temparature. The R = set-Bu reagent is best used at -110°C.

In a previous 1 communication we reported a new procedure for the direct nucleophilic 1,4-acylation of a,S-unsaturated ketones and aldehydes. In these syntheses the carbonylation at atmospheric pressure of "higher order" cuprates of type "R2(CN)CuLi2 112 was carried out at -llO°C in a 4:4:1 (by volume) THF, diethyl ether, pentane mixture. A short time later, an equimolar (based on Cu) amount of the a, S-unsaturated substrate was added. The yields of 1,4-acylation products ranged from 65-85% for R = n-

📜 SIMILAR VOLUMES

1,1,4,7,10-10-Hexamethyltriethylenetetra

1,1,4,7,10-10-Hexamethyltriethylenetetramine: a reagent to enhance the rate of alkylation reaction of the lithium enolate of 1-tetralone with alkyl halides

✍ Mariko Goto; Koh-ichi Akimoto; Kazumasa Aoki; Mitsuru Shindo; Kenji Koga 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 241 KB

The rate of the reaction of the lithium enolate of 1-tetralone with alkyl halides was enhanced greatly in the presence of 3 equivalents of 1,1,4,7,10,10-hexamethyltriethylenetetramine. The ratio of the monoalkylated product to the dialkylated product was found to have increased under a shorter react

Complexation of NADH analogs with divale

Complexation of NADH analogs with divalent metal ions: Dependence on the 3-substituent of 1-benzyl-1,4-dihydropyridines

✍ Kwanghee Koh Park; Jae Hun Lee; Joon Woo Park 📂 Article 📅 1991 🏛 Elsevier Science 🌐 English ⚖ 759 KB

ChemInform Abstract: 1,1,4,7,10,10-Hexam

ChemInform Abstract: 1,1,4,7,10,10-Hexamethyltriethylenetetramine: A Reagent to Enhance the Rate of Alkylation Reaction of the Lithium Enolate of 1-Tetralone with Alkyl Halides.

✍ Mariko Goto; Koh-ichi Akimoto; Kazumasa Aoki; Mitsuru Shindo; Kenji Koga 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 1 views

Studies on the substituent dependence of

Studies on the substituent dependence of 1H chemical shifts. Unusual 1H shifts in trans-9-halogenodecalins

✍ G. Schrumpf; W. Sanwald; R. Machinek 📂 Article 📅 1987 🏛 John Wiley and Sons 🌐 English ⚖ 488 KB

Substituent effects on the CC bond stren

Substituent effects on the CC bond strength, 18. Stabilization of alkyl radicals by 4-pyridyl, 1-naphthyl or 2-naphthyl substituents in α-position

✍ Herberg, Clemens ;Peyman, Anuschirwan ;Nölke, Margot ;Beckhaus, Hans-Dieter ;Rüc 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 360 KB

The formation of the a-substituted radicals 1-9 with the 4pyridyl (?), l-naphthyl(8), and the 2-naphthyl(9) substituent by thermolysis of their dimers 1-3 in solution was investigated. The activation parameters of the homolysis of the central CC bond were obtained from kinetic measurements of the th

ChemInform Abstract: Ozonolyses of 1-Alk

ChemInform Abstract: Ozonolyses of 1-Alkyl-Substituted 1-tert-Butylethylenes and Highly Methylated Methylenecycloalkanes. The Influence of the Substituent Steric Bulk on the Direction of Cleavage of the Primary Ozonides.

✍ Shin-ichi Kawamura; Hideyuki Yamakoshi; Manabu Abe; Araki Masuyama; Masatomo Noj 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v