Synthesis of Phosphoramides for the Lewis Base-Catalyzed Allylation and Aldol Addition Reactions
The Journal of Organic Chemistry1999Vol. 64(6), pp. 1958–1967
Citations Over TimeTop 10% of 1999 papers
Scott E. Denmark, Xiping Su, Yutaka Nishigaichi, Diane M. Coe, Ken‐Tsung Wong, Stephen B. D. Winter, Jun Young Choi
Abstract
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.
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