Palladium-catalyzed asymmetric phosphination: enantioselective synthesis of a P-chirogenic phosphine

JR Moncarz, NF Laritcheva…

Index: Moncarz, Jillian R.; Laritcheva, Natalia F.; Glueck, David S. Journal of the American Chemical Society, 2002 , vol. 124, # 45 p. 13356 - 13357

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Citation Number: 97

Abstract

The racemic secondary phosphine PH (Me)(Is)(1, Is= 2, 4, 6-(i-Pr) 3C6H2) was coupled with PhI in the presence of NaOSiMe3 and the catalyst Pd ((R, R)-Me-Duphos)(Ph)(I)(3) to give P (Ph)(Me)(Is)(2) in up to 78% ee. The intermediate phosphido complex Pd ((R, R)-Me- Duphos)(Ph)(P (Me)(Is))(5a, b) was observed as a mixture of diastereomers by low- temperature 31P NMR. The rate of interconversion of 5a, b by phosphorus inversion is ...