Highly diastereoselective 1,4-addition of an organocuprate to methyl α-D-gluco-, α-D-manno-, or α-D-galactopyranosides tethering an α,β-unsaturated ester. Novel asymmetric access to β-C-substituted butanoic acids

Journal of Organic Chemistry

Volumn 66, Issue 18, 2001, Pages 5965-5975

  Totani, K ^a   Nagatsuka, T ^a   Yamaguchi, S ^a   Takao, K I ^a   Ohba, S ^a   Tadano, K I ^a  

^a KEIO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DIASTEREOCHEMICAL INDUCTION;

BROMINE COMPOUNDS; DERIVATIVES; ESTERS; MAGNESIUM COMPOUNDS; SUBSTRATES;

ORGANIC COMPOUNDS;

ALPHA DEXTRO GALACTOPYRANOSIDE DERIVATIVE; ALPHA DEXTRO MANNOPYRANOSIDE DERIVATIVE; BROMINE DERIVATIVE; BUTYRIC ACID; COPPER DERIVATIVE; ESTER DERIVATIVE; MAGNESIUM DIVINYLCUPRATE; METHYL ALPHA DEXTRO GLUCOPYRANOSIDE DERIVATIVE; PYRANOSIDE; UNCLASSIFIED DRUG; VINYLMAGNESIUM BROMIDE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL BINDING; CHEMICAL REACTION; CHIRALITY; DIASTEREOISOMER; ENANTIOMER; STEREOCHEMISTRY;

BUTYRIC ACIDS; COPPER; GALACTOSIDES; GLUCOSIDES; GLYCOSIDES; MANNOSIDES; ORGANOMETALLIC COMPOUNDS; STEREOISOMERISM;

EID: 0035823184     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0101860     Document Type: Article

References (123)