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Pummerer rearrangement of 1-deoxy-5-thioglucopyranose oxides; novel synthesis of 5-thioglucopyranose derivatives

Authors :
Junji Fujita
Yasuharu Morii
Masaru Hashimoto
Hiroko Matsuda
Toshikatsu Okuno
Kimiko Hashimoto
Source :
Tetrahedron Letters. 44:4089-4093
Publication Year :
2003
Publisher :
Elsevier BV, 2003.

Abstract

The Pummerer rearrangement of 3,4-O-isopropylidene-1-deoxy-5-thiopyranose oxide derivatives took place at the C1 position regioselectively to give the corresponding 5-thiopyranoses. The reaction mechanism of this reaction is also discussed.

Details

ISSN :
00404039
Volume :
44
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........07f393fb085aed988ae0ef28553fe5ed
Full Text :
https://doi.org/10.1016/s0040-4039(03)00842-6