Axially dissymmetric bis (aminophosphine) s derived from 2, 2′-diamino-1, 1′-binaphthyl. Synthesis and application to rhodium (I)-catalyzed asymmetric …

S Miyano, M Nawa, A Mori, H Hashimoto

Index: Miyano; Nawa; Mori; Hashimoto Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 8 p. 2171 - 2176

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Citation Number: 112

Abstract

Axially dissymmetric bisphosphine ligands,(R)-and (S)-2, 2′-bis (diphenylphosphinoamino)- 1, 1′-binaphthyl (BDPAB) and (R)-2, 2′-bis [N-(diphenylphosphino) methylamino]-1, 1′- binaphthyl (Me-BDPAB) were conveniently prepared from 2, 2′-diamino-1, 1′-binaphthyl. The rhodium (I)-catalyzed asymmetric hydrogenation of α-acylamidoacrylic acids and esters gave the corresponding amino acids of up to 95% optical purity. The sign of the centro- ...