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Synthesis 1995; 1995(12): 1539-1544
DOI: 10.1055/s-1995-4435
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A Novel Stereoselective Synthesis of S-Glycosyl Phosphorodithioates from Peracetylated Sugars

Wiestawa Kudelska* , Maria Michalska
  • *Laboratory of Organic Chemistry, Institute of Chemistry, Medical University, Muszyńskiego 1, PL-90-151 Łódź, Poland, Fax +48(42)783139
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Publikationsdatum:
31. Dezember 2000 (online)

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The reaction of per-O-acetylated mono- and disaccharides 1a-1l with free O,O-dialkylphosphorodithioic acid 2a, its S-trimethylsilyl ester 2b or its trialkylammonium salt 2c in the presence of boron trifluoride-diethyl ether complex affords per-O-acetylglycosyl phosphorodithioates in high yields and stereoselectivity.

Synthesis of S-glycosylphosphorodithioates from peracetylated sugars promoted by BF3⋅Et2O