Synthesis of Phosphoramides for the Lewis Base-Catalyzed Allylation and Aldol Addition Reactions.
Both chiral and achiral phosphoramides of diverse structure were prepared from diamines by the coupling to phosphorus(V) or phosphorus(III) reagents. Several enantiopure 1,2-diphenyl-1,2-ethanediamine analogues have been prepared by the reductive coupling of the corresponding N-silylimine with NbCl(4)(THF)(2) and subsequent resolution by the formation of diastereomeric menthyl carbamates. (S,S)-N,N'-Di-(1-naphthyl)-1,2-diphenyl-1,2-ethanediamine 15 was prepared by the arylation of (S,S)-1,2-diphenyl-1,2-ethanediamine with naphthyl iodide.
Denmark
Scott E.
SE
Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801.
Su
Xiping
X
Nishigaichi
Yutaka
Y
Coe
Diane M.
DM
Wong
Ken-Tsung
KT
Winter
Stephen B. D.
SB
Choi
Jun Young
JY