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Comparison of Bimacrocyclic, Monomacrocyclic, and Nonmacrocyclic Bis(amidomethyl)pyridines as Catalysts in the Base-Catalyzed Addition of Alcohols to Ketenes (1999)

Petersen, Sönke ; Lüning, Ulrich

Weinheim : Wiley-Blackwell

Liebigs Annalen 1999 (1999), S. 847-854

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ISSN: 1434-193X

Keywords: Ketene ; Homogeneous catalysis ; Hydrogen bonds ; Molecular recognition ; General base ; Macrocycles ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: -Nineteen new bimacrocyclic, monomacrocyclic, and nonmacrocyclic pyridines 1-6 bearing amide functions have been synthesized and utilized in base-catalyzed additions of alcohols (ethanol, 2-propanol) and polyols [propane-1,2-diol (11a), butane-1,3-diol (12a), methyl 4,6-O-benzylidene-α-D-glucopyranoside (13a)] to diphenylketene. Compounds 4c, 4d and 1b proved to be efficient and selective catalysts; 4c and 4d exhibited better results with 11a and 12a, and 1b was the best catalyst for selective 2-O-acylation of 13a.

Additional Material: 2 Tab.

Type of Medium: Electronic Resource

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