Chain extension of sugar δ-lactones with the enolate of tert-butyl bromoacetate and elaboration into functionalized C-ketosides, C-glycosides, and C-glucosyl glycines

Organic Letters

Volumn 3, Issue 25, 2001, Pages 4115-4118

  Schweizer, Frank ^a,b   Inazu, Toshiyuki ^a  

^a NOGUCHI INSTITUTE   (Japan)

^b UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; BROMOACETIC ACID; CARBOHYDRATE; EPOXIDE; GLYCOSIDE; LACTONE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

ACETIC ACIDS; CARBOHYDRATES; EPOXY COMPOUNDS; GLYCOSIDES; LACTONES; MOLECULAR STRUCTURE; SUPPORT, NON-U.S. GOV'T;

EID: 0035856927     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0102343     Document Type: Article

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13. 3 on the basis of NOE contacts between H-2 and H-4 and absent NOEs between H-2 and H-5 or H-7.
14. The starting material and hydrolysis products resulting from ester hydrolysis and epoxide opening were isolated in a total yield of 35%. The stereochemistry at C-2 in 23 has not been determined yet.
15. 2O.