Route to glycals in the allal and gulal series

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

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536 187, 536 182, 536 172, 536 173, 536115, 549377, 544276, C07H 1102, C07H 1504, A61K 3170

Patent

active

052783014

ABSTRACT:
Axial anomeric sulfoxides generated via thiophenol Ferrier rearrangement of glucal and galactal derivatives are used to synthesize glycals of the gulal and allal series. An application of the method led to the synthesis of the esperamicin thiosugar.

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patent: 4935503 (1990-06-01), Naicker et al.
Ferrier, R. J.; "Advances in Carbohydrate Chemistry and Biochemistry"; vol. 24 (1969) pp. 199-266.
Chemical Abstracts, 39(24):5946 (1945).
Grant & Hackh's Chemical Dictionary, 5th ed., McGraw-Hill Book Company, pp. 588, 589.
The Condensed Chemical Dictionary, 9th ed., Van Nostrand Reinhold Company (1977) p. 858.
Glossary of Chemical Terms, Hampel & Hawley, eds., Van Nostrand Reinhold Company (1976) p. 261.

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