Tetrahedron letters

Synthesis of several novel optically active nitroxyl radicals

R Braslau, H Kuhn, LC Burrill, K Lanham, CJ Stenland

Index: Braslau, Rebecca; Kuhn, Heiko; Burrill II, Leland C.; Lanham, Kenneth; Stenland, Chris J. Tetrahedron Letters, 1996 , vol. 37, # 44 p. 7933 - 7936

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Citation Number: 18

Abstract

Optically active nitroxyl radicals are prepared from enantiomerically pure bicyclic terpenoids.(−)-Camphoxyl radical (−)-4 derived from commercially available oxazolidinone ((−)-1) and (+)-camphoxyl radical (+)-4 derived from (−)-camphene are readily prepared, conformationally rigid, enantiomeric nitroxyl radicals.(−)-Camphorsulphonic acid is used to prepare two additional optically active nitroxyl radicals 9 and 12.