Stereoselectivity in the epoxidation of carbohydrate-based oxepines

Journal of Organic Chemistry

Volumn 73, Issue 16, 2008, Pages 6341-6354

  Markad, Shankar D ^a   Xia, Shijing ^b   Snyder, Nicole L ^a,c   Surana, Bikash ^a   Morton, Martha D ^a   Hadad, Christopher M ^b   Peczuh, Mark W ^a  

^a UNIVERSITY OF CONNECTICUT   (United States)

^b OHIO STATE UNIVERSITY   (United States)

^c HAMILTON COLLEGE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOMOLECULES; CARBOHYDRATES; CHEMICAL BONDS; DENSITY FUNCTIONAL THEORY; ETHERS; GLUCOSE; NONMETALS; ORGANIC COMPOUNDS; OXYGEN; PROBABILITY DENSITY FUNCTION; STEREOCHEMISTRY;

ASYNCHRONICITY; B3LYP/6-31G; BOND FORMATIONS; D-GALACTOSE; D-GLUCOSE; D-XYLOSE; ELECTRONIC EFFECTS; ENOL ETHERS; FACIAL SELECTIVITY; OXEPINE; PRODUCT ANALYSIS; STERIC BULK; TRANSITION STATE;

STEREOSELECTIVITY;

1,2 ANHYDRO 3,4,5,7 TETRA O BENZYL ALPHA DEXTRO GLYCERO D GALACTO SEPTANOSIDE; 1,2 ANHYDRO 3,4,5,7 TETRA O BENZYL ALPHA DEXTRO GLYCERO L MANNO SEPTANOSIDE; 1,5 ANHYDRO 3,4,7 TRI O BENZYL ALPHA DEXTRO GLYCERO DEXTRO GALACTO SEPTANOSE; 1,6 ANHYDRO 3,4,5,7 TETRA O BENZYL 2 DEOXY DEXTRO GALACTO SEPT 1 ENITOL; 1,6 ANHYDRO 3,4,5,7 TETRA O BENZYL 2 DEOXY DEXTRO MANNO SEPT 1 ENITOL; 2 O ACETYL 3,4,5,7 TERTRA O BENZYLMETHYL BETA DEXTRO GLYCERO LEVO MANNO SEPTANOSIDE; 2 O ACETYL 3,4,5,7 TETRA O BENZYLMETHYL ALPHA DEXTRO GLYCERO DEXTRO GALACTO SEPTANOSIDE; 3,4,5,7 TETRA O BENZYL 1,2 DIDEOXY 6 O VINYL DEXTRO GALACTO HEPT 1 ENE; 3,4,5,7 TETRA O BENZYL 1,2 DIDEOXY 6 O VINYL DEXTRO MANNO HEPT 1 ENE; 3,4,5,7 TETRA O BENZYL 1,2 DIDEOXY DEXTRO GALACTO HEPT 1 ENE; 3,4,5,7 TETRA O BENZYL 1,2 DIDEOXY DEXTRO MANNO HEPT 1 ENE; GALACTOSE; GLUCOSE; MANNOSE; METHYL 3,4,5,7 DIACETONIDE BETA DEXTRO GLYCERO DEXTRO GALACTO SEPTANOSIDE; METHYL 3,4,5,7 TETRA O BENZYL ALPHA DEXTRO GLYCERO DEXTRO GALACTO SEPTANOSIDE; METHYL 3,4,5,7 TETRA O BENZYL BETA DEXTRO GLYCERO LEVO MANNO SEPTANOSIDE; METHYL ALPHA DEXTRO GLYCERO DEXTRO GALACTO SEPTANOSIDE; METHYL BETA DEXTRO GLYCERO DEXTRO GALACTO SEPTANOSIDE; METHYL BETA DEXTRO GLYCERO LEVO MANNO SEPTANOSIDE; OXEPINE DERIVATIVE; XYLOSE;

ARTICLE; CHEMICAL BOND; CHEMICAL MODEL; DENSITY FUNCTIONAL THEORY; ELECTRONICS; EPOXIDATION; STEREOCHEMISTRY;

CARBOHYDRATES; CRYSTALLOGRAPHY, X-RAY; EPOXY COMPOUNDS; GALACTOSE; GLYCOSIDES; MANNOSE; MODELS, MOLECULAR; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; OXEPINS; STEREOISOMERISM; XYLOSE;

EID: 50149103020     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800979a     Document Type: Article

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