Tetrahedron: Asymmetry

Preparation of chiral 1, 2, 4-triazolium salts as new NHC precatalysts

RB Strand, T Solvang, CA Sperger, A Fiksdahl

Index: Strand, Ragnhild B.; Solvang, Tina; Sperger, Christian A.; Fiksdahl, Anne Tetrahedron Asymmetry, 2012 , vol. 23, # 11-12 p. 838 - 842

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Citation Number: 4

Abstract

The preparation of new chiral N, N′-disubstituted 1, 2, 4-triazolium based NHC salt precursors, Ia′ and Ib, from phenylhydrazine and l-phenylalanine is reported. The 1, 3, 4- trisubstituted triazolium salt Ia′ was obtained by a stepwise ring construction from l- phenylalanine via the corresponding imino ether and acetohydrazonamide, while a heterocyclic O-/N-heteroatom exchange strategy, based on a ring-opening/ring-closure of ...