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Pure Appl. Chem., 2008, Vol. 80, No. 4, pp. 763-776

doi:10.1351/pac200880040763

Synthesis of optically active heterocyclic compounds using Pd-catalyzed asymmetric reactions as a key step*

Mikiko Sodeoka and Yoshitaka Hamashima

RIKEN (The Institute of Physical and Chemical Research), Hirosawa, Wako, Saitama 351-0198, Japan


Abstract: Highly enantioselective Pd(II)-catalyzed Michael addition, Mannich-type reaction, aldol reaction, fluorination, conjugate addition of amine, and conjugate reduction have been developed. Asymmetric synthesis of biologically interesting heterocyclic compounds, calycotomine, BMS-204352, torcetrapib, and warfarin, was achieved by using these Pd-catalyzed asymmetric reactions as a key step.

Keywords: asymmetric synthesis; BMS-204352; palladium catalyst; torcetrapib; warfarin.

*Paper based on a presentation at the 21st International Congress for Heterocyclic Chemistry (ICHC 21), 15-20 July 2007, Sydney, Australia. Other presentations are published in this issue, pp. 669-805.