The anomeric 2, 3, 5-tri-O-benzoyl-D-arabinosyl bromides and other D-arabinofuranose derivatives

RK Ness, HG Fletcher Jr

Index: Ness; Fletcher Journal of the American Chemical Society, 1958 , vol. 80, p. 2007,2009

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Citation Number: 66

Abstract

(4) NK Richtmyer and C. 5. Hudson, ibid., 68, 2534 (1936). it seems likely that only the trans- isomer, 2, 3, 5-tri-0-benzoyl-PD-ribosyl bromide, undergoes acyl migration on hydrolysis; barring participation of the benzoyloxy group at C5, a the cis-isomer, 2, 3, 5-tri-O-benzoyl-aD- ribosy1 bromide, should undergo hydrolysis without rearrangement. Unfortunately the halide I has not, as yet, been obtained in crystalline form and so its anomeric nature remains ...