Monodentate Phosphoramidites: A Breakthrough in Rhodium??Catalysed Asymmetric Hydrogenation of Olefins

M van den Berg, AJ Minnaard, RM Haak…

Index: Van Den Berg, Michel; Minnaard, Adriaan J.; Haak, Robert M.; Leeman, Michel; Schudde, Ebe P.; Meetsma, Auke; Feringa, Ben L.; De Vries, Andre H. M.; Maljaars, C. Elizabeth P.; Willans, Charlotte E.; Hyett, David; Boogers, Jeroen A. F.; Henderickx, Hubertus J. W.; De Vries, Johannes G. Advanced Synthesis and Catalysis, 2003 , vol. 345, # 1-2 p. 308 - 323

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Citation Number: 206

Abstract

Abstract Monodentate phosphoramidites based on BINOL or substituted BINOL are excellent ligands for the rhodium-catalysed asymmetric hydrogenation of olefins. Very high enantioselectivities were obtained with MonoPhos (7a) the simplest member of this class, a ligand that is prepared in a single step from BINOL and HMPT. Turnover numbers up to 6000 have been obtained in the hydrogenation of dehydroamino acid derivatives. ...