3-Triphenylphosphonio-2, 5-piperazinediones as new chiral glycine cation equivalents

T Gorewoda, R Mazurkiewicz, W Simka, G Mlostoń…

文献索引：Gorewoda, Tadeusz; Mazurkiewicz, Roman; Simka, Wojciech; Mloston, Grzegorz; Schroeder, Grzegorz; Kubicki, MacIej; Kuznik, Nikodem Tetrahedron Asymmetry, 2011 , vol. 22, # 8 p. 823 - 833

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摘要

Abstract 3-Triphenylphosphonio-2, 5-piperazinediones were effectively synthesized from homochiral valine or proline via Boc-Val-Gly-OMe, Boc-Pro-Gly-OMe or Cbz-Pro-Gly-OMe. Retention of configuration of the primary stereogenic center of the valine and proline moieties was observed. Diastereoselective nucleophilic substitution of the triphenylphosphonium group in 2, 5-piperazinediones with S-, N-, P-and C-nucleophiles ...