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Aminophosphine Phosphinites Derived from Chiral 1,2-Diphenyl-2-aminoethanols: Synthesis and Application in Rhodium-Catalyzed Asymmetric Hydrogenation of Dehydroamino Acid Derivatives

✍ Scribed by Rongliang Lou; Aiqiao Mi; Yaozhong Jiang; Yong Qin; Zhi Li; Fangmin Fu; Albert S.C Chan

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 125 KB
Volume: 56
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(00)00481-6

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✦ Synopsis

AbstractÐA series of chiral aminophosphine phosphinites DPAMPPs was synthesized from optically active 1,2-diphenyl-2-aminoethanols. The erythro-DPAMPPs were found to serve as excellent ligands for rhodium-catalyzed asymmetric hydrogenation of dehydroamino acid derivatives. For an array of dehydroamino acid precursors, remarkably high enantioselectivity (up to 98.4% e.e.) and reactivity (the ratio of substrate/catalyst up to 10000) were observed. Some factors controlling the enantioselectivity were examined and discussed.

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