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Hypervalent Iodine and Carbohydrates – A New Liaison

✍ Scribed by Andreas Kirschning


Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
425 KB
Volume
1998
Category
Article
ISSN
1434-193X

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✦ Synopsis


Synthetic applications of hypervalent iodine reagents in the stannanes or thromboxane A 2 -analogues. Alternatively, iodine(III) reagents can be used to oxidize halide anions. The oxidation state +3 in relation to unsaturated carbohydrates are reviewed. By using the Koser reagent or its bis(azido) halogen-ate complexes thus generated behave like synthetic equivalents of acyl hypobromite and iodite, respectively, or derivative, fully protected glycals are oxidatively deblocked in the allylic position. The reaction furnishes carbohydrate-halogen azides, which can all add to alkenes, including glycals, under very mild conditions. derived 2,3-dihydro-4H-pyranones, which serve as starting materials for the preparation of C-saccharides, glycosyl MICROREVIEWS: This feature introduces the readers to the authors' research through a concise overview of the selected topic. Reference to important work from others in the field is included.


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