P. Tenholte et al., SOLID-PHASE SYNTHESIS OF 3,5-DISUBSTITUTED 1,3-OXAZOLIDIN-2-ONES BY AN ACTIVATION CYCLO-ELIMINATION PROCESS/, Tetrahedron letters, 39(40), 1998, pp. 7407-7410
Polymer-supported sulfonyl chloride is used in the solid-phase synthes
is of disubstituted 1,3-oxazolidin-2-ones. The target compounds were p
repared by attaching 1,2-diols to the solid support, followed by react
ion with p-toluenesulfonyl isocyanate and subsequent cycle-elimination
with concurrent detachment from the resin. Oxazolidinones of high ena
ntiopurity can be prepared with this method by employing enantiopure 1
,2-diols. (C) 1998 Elsevier Science Ltd. All rights reserved.