130052-62-9Relevant articles and documents
On the stereoselectivity of glycosidation of thiocyanates, thioimidates, and thioglycosides
Kaeothip, Sophon,Akins, Steven J.,Demchenko, Alexei V.
scheme or table, p. 2146 - 2150 (2010/11/04)
Comparative side-by-side glycosylation studies demonstrated that glycosyl thiocyanates, thioimidates, and thioglycosides provide comparative stereoselectivities in glycosylations. Very high α-stereoselectivity that was previously recorded for glycosyl thiocyanates can be achieved, but only if glycosyl acceptors are equipped with electron-withdrawing acyl substituents. Partially benzylated glycosyl acceptors provided relatively modest stereoselectivity, which was on a par with other common glycosyl donors. Accordingly, thioimidates and thioglycosides showed high stereoselectivity similarly to that of thiocyanates with different classes of acylated primary and secondary glycosyl acceptors.
A NEW MODIFICATION OF THE THIOCYANATE METHOD OF STEREOSPECIFIC 1,2-CIS-GLYCOSYLATION
Kochetkov, N. K.,Klimov, E. M.,Malysheva, N. N.,Demchenko, A. V.
, p. 393 - 396 (2007/10/02)
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