Stereoselective synthesis of (-)-ara-cyclohexenyl-adenine

作者:Horvath Andras; Ruttens Bart; Herdewijn Piet*
来源:Tetrahedron Letters, 2007, 48(20): 3621-3623.
DOI:10.1016/j.tetlet.2007.03.031

摘要

A stereoselective synthesis leading to (-)-ara-cyclohexenyl-adenine is described. The synthesis starts from methyl-alpha-D-glucopyranose and involves an isomerization step, selective protection/deprotection chemistry, a Ferrier rearrangement and a Mitsunobu reaction. This is the first total synthesis of an enantiomeric pure ara-type cyclohexenyl nucleoside.

  • 出版日期2007-5-14