A thermodynamic preference of chiral cis-γ,δ-epimino-(E)-α,β-unsaturated esters over other stereoisomers: Synthetically useful Pd(0)-catalyzed equilibrated reactions of aziridines bearing an α,β-unsaturated ester group
1996; Elsevier BV; Volume: 37; Issue: 16 Linguagem: Inglês
10.1016/0040-4039(96)00403-0
ISSN1873-3581
AutoresToshiro Ibuka, Masako Akaji, Norio Mimura, Hiromu Habashita, Kazuo Nakai, Hirokazu Tamamura, Nobutaka Fujii, Yoshinori Yamamoto,
Tópico(s)Asymmetric Synthesis and Catalysis
ResumoA practical synthesis of chiral N-arylsulfonyl-cis-γ,δ-epimino-(E)-α,β-enoates, key intermediates for the synthesis of (E)-alkene dipeptide isosteres via Pd(0)-catalyzed equilibrated reactions, has been successfully achieved by exposing N-arylsulfonyl-γ,δ-epimino-α,β-unsaturated esters to a catalytic amount of Pd(PPh3)4 in THF at 0 ∼ 20 °C.
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