K. Takiura, S. Honda
Apr 1, 1972
Citations
0
Influential Citations
38
Citations
Journal
Carbohydrate Research
Abstract
Abstract The methoxymercuration of the acetates of d -glucal, d -galactal, l -arabinal and d -xylal was studied by n.m.r. spectroscopy, and by stereoselective demercuration with thiourea, as well as by reductive demercuration with sodium borohydride. It is considered to be a trans -addition to the double bond to yield isomeric methyl glycosides having mercury attatched to C-2. The proportion of diaxial to diequatorial addition is strongly affected by the protecting groups at C-4 and C-5.