Alkylations, asymmetric antofine

Kim S, Lee J, Lee T, Park HG, Kim D (2003) First Asymmetric Total Synthesis of (-)-Antofine by Using an Enantioselective Catalytic Phase Transfer Alkylation. Org Lett 5 2703... [Pg.156]

Kim S, Lee J, Lee T, Park H, Kim D. First asymmetric total synthesis of (—)-antofine by using an enantioselective catalytic phase transfer alkylation. Org. Lett. 2003 5(15) 2703-2706. [Pg.141]

Some phase-transfer catalytic asymmetric alkylation reactions of glycine imine derivatives have been explored to access natural products and biologically active compounds. For example, by employing an enantioselective phase-transfer catalytic alkylation, Kim et al. accomplished the first asymmetric total synthesis of the naturally occurring phenanthroindolizidine alkaloid (—)-antofine (Scheme 12.2) [102]. The key feature of this synthesis is the creation of the stereogenic center by reacting 65a with electrophile 66 in the presence of the dimeric catalyst 28 under the phase-transfer conditions. [Pg.444]

Scheme 12.2 Asymmetric total synthesis of (-)-Antofine by a phase-transfer catalytic alkylation.