Desymmetrization of prochiral phosphanes using derivatives of (-)-cytisine
Artikel i vetenskaplig tidskrift, 2004

yHistorically, (-)-sparteine-sec-BuLi has been used to desym-metrize prochiral phosphanes. In this report, derivatives of an alkaloid extracted from the seeds of Laburnum anagyro-ides have been utilized to mimic (+)-sparteine, which is not readily available. In several cases, the enantioselectivities achieved with the (+)-Sparteine surrogates outperformed (-)-sparteine itself in the deprotonation of alkyl-substituted (as well as aryl-substituted) prochiral phosphane derivatives. In addition, use of these surrogates allows a new methodology for a chiral switch in phosphorus chemistry. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).

LIGANDS

lithiation

enantioselectivity

PHOSPHINE BORANES

sparteine

CATALYZED ASYMMETRIC HYDROGENATION

ENANTIOSELECTIVE HYDROGENATION

STRATEGY

asymmetric synthesis

P-CHIRAL DIPHOSPHINES

PHOSPHORUS

phosphanes

Författare

M. J. Johansson

Göteborgs universitet

Lennart Schwartz

Chalmers

Mohamed Amedjkouh

Göteborgs universitet

Nina Kann

Chalmers, Institutionen för kemi och biovetenskap

European Journal of Organic Chemistry

1434-193X (ISSN)

9 1894-1896

Ämneskategorier

Kemi

DOI

10.1002/ejoc.200400006

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Senast uppdaterat

2018-09-10