Tetrahedron letters

A convergent, stereocontrolled synthesis of C2-symmetrical and pseudosymmetrical sulfur-tethered bis (amino alcohols)

N Aguilar, A Moyano, MA Pericàs, A Riera

Index: Aguilar, Nuria; Moyano, Albert; Pericas, Miquel A.; Riera, Antoni Tetrahedron Letters, 1999 , vol. 40, # 20 p. 3913 - 3916

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Citation Number: 14

Abstract

The totally enantiocontrolled preparation of C2-symmetrical and pseudosymmetrical sulfurtethered bis (amino alcohols) from anti-3-amino-1, 2-alkane diols is described. The key step in the synthetic procedure involves the use of triphenylsilanethiol as a sulfide or hydrogenosulfide equivalent in the regioselective nucleophilic ring opening of both anti-and syn-aminoalkyl epoxides.