An X-ray study of tricyclic orthoesters of sugars

Воронцова, Л. Г.; Bochkov, A. F.; Obruchnikov, I. V.; Andrianov, V. I.; Tarnopolsky, B.L.

doi:10.1016/s0008-6215(00)88043-x

Cited by 13 publications

(1 citation statement)

References 3 publications

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“…1 Not only these rigid structures were used for conformational studies of pyranoses, 2,3 but also proved to be of utility for the synthesis of the carbohydrate moiety present in bleomycin group antibiotics 4 and for the preparation of novel materials as well. In this regards, Nakatsubo reported the first synthesis of modified cellulose by cationic ring-opening polymerization of 3,6-di-O-benzyl-α-D-glucopyranose 1,2,4-orthopivalate, 5 with high stereoselectivity for the formation of (1→4)-β-glucosidic linkages and in high yield; 6 therefore derivatives of α-D-glucopyranose 1,2,4-orthoesters can be considered valuable building blocks for the design of advanced materials from cellulose.…”

Section: Introductionmentioning

confidence: 99%

Rapid occurrence of sugar tricyclic orthoesters by acid catalyzed intramolecular orthotransesterification

Moradei¹,

Mortier²,

Cirelli³

2005

Arkivoc

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Section: Introductionmentioning

confidence: 99%

Rapid occurrence of sugar tricyclic orthoesters by acid catalyzed intramolecular orthotransesterification

Moradei¹,

Mortier²,

Cirelli³

2005

Arkivoc

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Correlations between molecular parameters and the spin–spin coupling constants of vicinal protons: Criticism of the karplus equations

Воронцова

Bochkov

1974

Org. Magn. Reson.

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Abstract-Conformationally rigid systems such as xylopyranose J ,2,4-ortho esters (la) and (lb) and 10-methoxy-6-aza-isoadamantane (2), for which the identity of conformations both in the crystalline state and in solution can reasonably be assumed, provide good models for the study of experimental correlations between the spin-spin coupling constants ( J ) of the vicinal protons and the dihedral bond angles (DBA) determined from an X-ray study in the H-C-C-H bond system. The Karplus equations and their modifications (with and without corrections for the electronegativity of adjacent groups) were found to be unable to provide satisfactory correlations between these parameters.

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