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Preparation of a methyl 3,4-dideoxy-3-C-nitro-α-d-threo-hex-3-enopyranoside bearing a peroxy function at C-2 and its reactions with some nucleophiles

✍ Scribed by Akinori Seta; Kiohisa Tokuda; Tohru Sakakibara

Publisher
Elsevier Science
Year
1995
Tongue
English
Weight
478 KB
Volume
268
Category
Article
ISSN
0008-6215

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✦ Synopsis

Treatment of 4,6-diacetate 3 with tert-butyl hydroperoxide gave the Sr~2' product 6 in high yield, the formation of which presumeably involves an intermediary nitronate. The thus prepared 6 reacted with nucleophiles to afford 2,3-anhydro derivatives having the talo configuration.

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