In this paper,we report a total synthesis of a naturally occurring pyrrolo[2,3-d]pyrimidine nucleoside, mycalisine A.Our synthetic strategy uses D-xylose as the starting material and Vorbr(u|¨)ggen glycosylation as the key step.Mycalisine A was synthesized in 11 steps with a 15%overall yield.
A naturally occurring nucleoside disulfide, 9-(51-deoxy-5t-thio-β-D-xylofuranosyl)adenine disulfide, was first synthesized from o-xylose over 7 steps in 20% overall yield. The key step involved Vorbri.iggen glycosylation of silylated N6-benzoyladenine with xylose diacetate moiety.
Hai Xin DingLing Cui DaRu Chun YangBan Peng CaoQi SunQiang Xiao