✦ LIBER ✦

β-Lactone as intermediate in the perkin reaction catalyzed by tertiary amines

✍ Scribed by Stefan Kinastowski; Antoni Nowacki

Book ID: 104221935
Publisher: Elsevier Science
Year: 1982
Tongue: French
Weight: 120 KB
Volume: 23
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)88667-0

No coin nor oath required. For personal study only.

✦ Synopsis

The Perkln reaction catalyzed by tertiary amlnes is found to run not according to the aldol-type condensation mechanism but according to the mechanism in which the first stage is the formation and cycloaddltlon of ketene, yielding a a-lactone, which cleaves to the unsaturated acid.

Recently we reported the intermediacy of ketene in the Perkln reaction between benzaldehyde and acetic anhydrlde uslnq trlethylamlne as catalyst'. We proposed that ketene, generated by reaction of acetic anhydrlde and amine,

📜 SIMILAR VOLUMES

Trivalent copper as a probable intermedi

Trivalent copper as a probable intermediate in the reaction catalyzed by galactose oxidase

✍ Dyrkacz, Gary R.; Libby, R. Daniel; Hamilton, Gordon A. 📂 Article 📅 1976 🏛 American Chemical Society 🌐 English ⚖ 430 KB

The condensation reaction of trichlorosi

The condensation reaction of trichlorosilane with allylic chlorides catalyzed by copper salts in the presence of a tertiary amine

✍ N. Furuya; T. Sukawa 📂 Article 📅 1975 🏛 Elsevier Science 🌐 English ⚖ 169 KB

Lack of concertedness in the catalysis o

Lack of concertedness in the catalysis of the enolization of oxaloacetic acid by general acids and bases. Formation of a carbinolamine intermediate in the tertiary amine catalyzed enolization reaction

✍ Bruice, Paula Yurkanis; Bruice, Thomas C. 📂 Article 📅 1978 🏛 American Chemical Society 🌐 English ⚖ 1011 KB

L-myo-Inosose-1 as a probable intermedia

L-myo-Inosose-1 as a probable intermediate in the reaction catalyzed by myo-inositol oxygenase

✍ Naber, Nariman I.; Swan, James S.; Hamilton, Gordon A. 📂 Article 📅 1986 🏛 American Chemical Society 🌐 English ⚖ 925 KB

Tertiary amines as highly efficient cata

Tertiary amines as highly efficient catalysts in the ring-opening reactions of epoxides with amines or thiols in H2O: expeditious approach to β-amino alcohols and β-aminothioethers

✍ Wu, Jie; Xia, Hong-Guang 📂 Article 📅 2005 🏛 Royal Society of Chemistry 🌐 English ⚖ 216 KB

A flavin-sulfite adduct as an intermedia

A flavin-sulfite adduct as an intermediate in the reaction catalyzed by adenylyl sulfate reductase from Desulfovibrio vulgaris

✍ Glenda B. Michaels; J.T. Davidson; Harry D. Peck Jr. 📂 Article 📅 1970 🏛 Elsevier Science 🌐 English ⚖ 394 KB