911291-36-6Relevant articles and documents
Facile synthesis of sugar lactols via bromine-mediated oxidation of thioglycosides
Meng, Shuai,Bhetuwal, Bishwa Raj,Acharya, Padam P.,Zhu, Jianglong
, p. 109 - 126 (2019)
Synthesis of a variety of sugar lactols (hemiacetals) has been accomplished in moderate to excellent yields by using bromine-mediated oxidation of thioglycosides. It was found that acetonitrile is the optimal solvent for this oxidation reaction. This approach involving bromine as oxidant is superior to that using N-bromosuccinimide (NBS) which produces byproduct succinimide often difficult to separate from the lactol products.
β-glycosides of hydroxyproline via an umpolung approach
Shaffer, Karl J.,Taylor, Carol M.
, p. 3959 - 3962 (2007/10/03)
Reaction of 1,2-O-dibutylstannylene-3,4-6-tri-O-benzyl-β-D- mannopyranose with Nα-fluorenylmethoxycarbonyl-cis-4- trifluoromethanesulfonyl-oxyproline allyl ester led to formation of a β-mannoside of trans-4-hydroxyproline. Subsequent manipulation of the C