THE KINETIC ANOMERIC EFFECT. ADDITIONS OF NUCLEOPHILES AND OF DIPOLAROPHILES TO N-GLYCOSYLNITRONES AND TO N-PSEUDOGLYCOSYLNITRONES.

DOI: 10.1016/S0040-4020(01)97582-9

Source and publish data:

Tetrahedron p. 33 - 58 (1990)

Update date:2022-08-02

Topics: Regioselectivity NMR spectroscopy Mass spectrometry Nucleophile Dipolarophile HPLC (high-performance liquid chromatography) X-ray crystallography Stereoselectivity Cycloaddition Kinetic Control Thermodynamic Control 1,3-Dipolar Cycloaddition Reaction rate Nitrone Glycosyl group Anomeric Effect Stereoelectronic Effect

Authors:

Huber, Rolf

Vasella, Andrea

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Article abstract of DOI:10.1016/S0040-4020(01)97582-9

To prove the hypothesis of the role of a kinetic anomeric effect in the highly diastereoselective additions of nucleophiles and of dipolarophiles to N-glycosylnitrones, we compared these additions to those analogous N-pseudoglycosylnitrones, having a meth

Full text of DOI:10.1016/S0040-4020(01)97582-9

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