Synthesis of trans-2-(1-aryl-1-methylethyl)cyclohexylamines.
As a first example of opening a secondary aziridine with a tertiary carbanion, the title amines (3a-c, aryl = phenyl, 4-tert-butylphenyl,2-naphthyl) were synthesized by opening N-(diphenylphosphinoyl)-7-azabicyclo[4.1.0]heptane, aziridine 1, with the corresponding alpha-potassium isopropylarenes, followed by a hydrolysis of the resulting phosphinamides 2a-c.
Lee
W Y
WY
Department of Chemistry, University of Texas at El Paso 79968, USA.
Salvador
J M
JM
Bodige
K
K
D003514:Cyclohexylamines / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D003514:Cyclohexylamines