Kohlenhydrate, XIV. Mitteil.: Über die Einwirkung von Mercaptan auf Acylderivate von Ringzuckern

Brigl, Percy; Schinle, Richard

doi:10.1002/cber.19320651127

Search citation statements

Order By: Relevance

Paper Sections

Select...

Experimental 6-o-triphenylmethyl-d-gtucose1

Citation Types

Supporting

Mentioning

Contrasting

Year Published

1933

2008

Publication Types

Select...

Article7

Book1

Relationship

Self Cite0

Independent8

Authors

Journals

Cited by 14 publications

(3 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Anal. Caled, for Ci6H24OsS: C, 48.98; , 6.17. Found: C, 49.17; , 6.00. Oxidation of the Ethyl -Thio-D-glucoside of Schneider and Sepp8 by Sodium Metaperiodate.-The parent substance of the above-described tetraacetate was oxidized in dilute solution and at room temperature with an excess of sodium metaperiodate.…”

Section: Experimental 6-o-triphenylmethyl-d-gtucosementioning

confidence: 99%

Ring Closure Studies in the D-Glucose Structure

Wolfrom¹,

Waisbrot²,

Weisblat³

et al. 1944

J. Am. Chem. Soc.

View full text Add to dashboard Cite

Section: Experimental 6-o-triphenylmethyl-d-gtucosementioning

confidence: 99%

Ring Closure Studies in the D-Glucose Structure

Wolfrom¹,

Waisbrot²,

Weisblat³

et al. 1944

J. Am. Chem. Soc.

View full text Add to dashboard Cite

“…Thioalkyl substituted carbohydrates in which the sulphur atoms were not linked to the glycosidic carbon atoms were first obtained by Raymond (6) and by Brig1 and Schinle (1).…”

mentioning

confidence: 99%

CARBOHYDRATE THIOETHERS: I. 6-DEOXY-6-THIOETHYL-D-GALACTOSE

Baker¹

1955

Can. J. Chem.

View full text Add to dashboard Cite

show abstract

“…Brig1 and Schinle (8) first studied the interaction of acylated cyclic sugars with ethyl mercaptan in the presence of an acid catalyst. Hydrochloric acid was used as catalyst and the too rapid deacetylation of the peiltaacetyl glucoses led to the use of the pentabenzoyl derivatives.…”

mentioning

confidence: 99%

The Mercaptolysis of Glucose and Galactose Pentaacetates

Lemieux¹

1951

Can. J. Chem.

View full text Add to dashboard Cite

The mercaptolysis of the a-and fl-pentaacetyl derivatives of glucopyranose and galactopyranose a t 0°C. with zinc chloride catalyst was studied. The flpentaacetates were rapidly transformed to the corresponding ethyl tetraacetyl-1 -t h i o -8 -~-~l~c o s i d e s in excellent yields; however, the a-anomers were highly resistant to the nlercaptolytic conditions. The results are interpreted on the basis of a participation by the Cz-acetoxy group in the replacements a t the lactol carbon atom of the P-pentaacetates with the intermediate formation of a resonance stabilized cyclic carboniu~n ion.

show abstract

Kohlenhydrate, XIV. Mitteil.: Über die Einwirkung von Mercaptan auf Acylderivate von Ringzuckern

Cited by 14 publications

References 9 publications

Ring Closure Studies in the D-Glucose Structure

Ring Closure Studies in the D-Glucose Structure

CARBOHYDRATE THIOETHERS: I. 6-DEOXY-6-THIOETHYL-D-GALACTOSE

The Mercaptolysis of Glucose and Galactose Pentaacetates

Contact Info

Product

Resources

About