The origins of the enantioselection in asymmetric catalytic hydrogenation of amino-acid precursors

1 January 1981

journal article
research article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications

No. 24,p. 1278-1280
https://doi.org/10.1039/c39810001278

Abstract

Comparison of c.d. spectra confirms that the isolated diastereomer of the initial catalyst-substrate adduct in the [Rhchiraphos]⁺-catalysed [chiraphos =(2S, 3S)-2,3-bis(diphenylphosphino)butane] hydrogenation of ethyl (Z)-α-acetamidocinnamate is also the major diastereomer in solution; this supports the conclusion that the prevailing chirality of the product has its origins in the minor diastereomer.

Keywords

AMINO ACID