Polymer supported enantioselective reactions. II. α-Methylation of cyclohexanone

Autor:	Ji-Long Jiang, Paul M. Worster, Colin R. McArthur, Clifford C. Leznoff
Rok vydání:	1982
Předmět:	Chemistry Organic Chemistry Enantioselective synthesis Cyclohexanone General Chemistry Divinylbenzene Catalysis Styrene chemistry.chemical_compound Polymer chemistry Copolymer Organic chemistry Enantiomer Selectivity Enantiomeric excess
Zdroj:	Canadian Journal of Chemistry. 60:1836-1841
ISSN:	1480-3291 0008-4042
DOI:	10.1139/v82-254
Popis:	Insoluble cross-linked copolymers of styrene and 1% divinylbenzene with covalently bonded (S)-2-aminoalkoxy groups were used in the enantioselective α-methylation of cyclohexanone through the corresponding imines. Enantiomeric excesses of 94% of (S)-2-methylcyclohexanone were observed on methylation at 20 °C. An analogous optically active 2-aminoalkyl benzyl ether, under otherwise identical conditions, resulted in a lower enantiomeric excess (49%) with selectivity approaching that of the polymer only at −78 °C.
Databáze:	OpenAIRE
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