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2005
Pyridine derivatives
R 0380
Highly Enantioselective Dynamic Kinetic Resolution and Desymmetrization Proby Cyclocondensation of Chiral Aminoalcohols with Racemic or Prochiral
30- 118 cesses
δ-Oxoacid Derivatives. — Cyclocondensation reactions of amino alcohols (II) and
(VII) with racemic or prochiral δ-oxoacid derivatives (I) and (VI) provide polysubstituted lactams with high enantioselectivity in a process that involves dynamic kinetic
resolution and/or desymmetrization of enantiotopic or diastereotopic ester groups. To
illustrate the synthetic potential of the synthesized lactam derivatives, these compounds
are converted into enantiopure piperidines, e.g. (V) and (IX). — (AMAT*, M.;
BASSAS, O.; PERICAS, M. A.; PASTO, M.; BOSCH*, J.; Chem. Commun.
(Cambridge) 2005, 10, 1327-1329; Lab. Quim. Org., Fac. Farm., Univ. Barcelona,
E-08028 Barcelona, Spain; Eng.) — M. Paetzel
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