A new synthon for the synthesis of aminoinositol derivatives

Cokol N. K. , Kaya S. , BALCI M.

TETRAHEDRON LETTERS, cilt.58, sa.28, ss.2732-2735, 2017 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 58 Konu: 28
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1016/j.tetlet.2017.05.099
  • Sayfa Sayıları: ss.2732-2735


The regio- and stereoselective synthesis of a new synthon, trans-3,8-dioxatricyclo[,4)]octane-6,7-diamine, from 7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate is reported. Transformation of the acid functionalities to acyl azides followed by Curtius rearrangement gave the corresponding trans-diisocyanate, which was reacted with HCl to produce a trans-diamino compound that is a potentially important synthon for the versatile synthesis of aminocyclitols. (C) 2017 Elsevier Ltd. All rights reserved.