Proton spin-lattice relaxation-rates and nuclear Overhauser enhancement, in relation to the stereochemistry of β-d-mannopyranose 1,2-orthoacetates

Photis Dais, Tony Kung Ming Shing, Arthur S. Perlin

Research output: Contribution to journalArticle

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Abstract

Data are reported on spin-lattice relaxation-rates and nuclear Overhauser enhancement of protons of exo and endo diastereoisomers of 1,2-O-(1-methoxyethylidene) and 1,2-O-(1-benzyloxyethylidene) derivatives of 3,4,6-tri-O-acetyl-β-d-mannopyranose, and of some specifically deuterated analogs of these derivatives. The results verified assignments of the orientation at the quaternary carbon atom of the acetal ring, and yielded information about the orientations favored by the exocyclic C-methyl and benzyloxy substituents.

Original languageEnglish
Pages (from-to)305-313
Number of pages9
JournalCarbohydrate Research
Volume122
Issue number2
DOIs
Publication statusPublished - 1983 Oct 28
Externally publishedYes

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Acetals
Stereochemistry
Spin-lattice relaxation
Mannose
Protons
Carbon
Derivatives
Atoms

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

Cite this

Proton spin-lattice relaxation-rates and nuclear Overhauser enhancement, in relation to the stereochemistry of β-d-mannopyranose 1,2-orthoacetates. / Dais, Photis; Shing, Tony Kung Ming; Perlin, Arthur S.

In: Carbohydrate Research, Vol. 122, No. 2, 28.10.1983, p. 305-313.

Research output: Contribution to journalArticle

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