2001
Victor Florencio Santes, Elizabeth Gómez Pérez, Verónica Zárate, Rosa Luisa Santillán Baca, José Norberto Farfán García, Susana Rojas-Lima. Synthesis of new homochiral 2,3-dialkylpiperazines derived from (R)-(-)-phenylglycinol Tetrahedron: Asymmetry, 12, 241-247 (2001). DOI: http://dx.doi.org/10.1016/S0957-4166(01)00036-2
Abstract
The synthesis of four new 2,3-dialkylpiperazines in yields of 7099% using (R)-(?)-phenylglycinol as a chiral inductor is described. The synthesis involved reduction of the oxazinooxazine type derivatives obtained by condensation of glyoxal and phenylglycinol to give hydroxyethylenediamine precursors which were further condensed with glyoxal, butanedione and 1-phenyl-1,2-propanedione and then reduced to provide the corresponding piperazines. The stereochemical outcome is determined by the configuration of the bisoxazolidine precursors, which is in turn dictated by steric effects exerted by the substituents on the five membered ring. The structures of five derivatives were established by X-ray analysis.
Facile synthesis of 1,3,6-oxadiazepines from 2,2?-(1,2-ethanediyldiimino)bisphenols
X-ray crystallographic study of neutral boron chelates with ?-diketones and tropolone
Synthesis and Structures of some Lithium and Sodium (Aminoalcoholato)hydrido Aluminates
Study of the reactivity of squarylferrocenes. Addition of amines and aminoesters
Diastereoselective Synthesis of Spiro-?-lactams via Staudinger Reaction
Preparation of N-aryl-substituted spiro-?-lactams via Staudinger cycloaddition