Highly stereoselective synthesis of 2,3-unsaturated thioglycopyranosides employing molecular iodine
Molecular iodine has been utilized for the first time for the thioglycosidation of d-glycals with various thiols to afford the corresponding 2,3-unsaturated thioglycosides in high yields. In the case of tri-O-acetyl-d-glucal, the -anomer was obtained exclusively. The use of readily available iodine makes this method quite simple, more convenient, and practical. Georg Thieme Verlag Stuttgart.
Reddy, Basi V. Subba,Divyavani,Yadav, Jhillu S.
experimental part
p. 1617 - 1620
(2010/06/20)
Regioselective Synthesis of Substituted 1-Thiohex-2-enopyranosides
A variety of 1-thiohex-2-enopyranosides have been prepared from their corresponding 3-O-methyl- or 3-O-acetylglycals by using trimethylsilyl thiols catalyzed by BF3 etherate.This method is regioselective for thiolation at C-1 in contrast to the same react
Dunkerton, Lois V.,Adair, Nancy K.,Euske, Jack M.,Brady, Kevin T.,Robinson Paul D.
p. 845 - 850
(2007/10/02)
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