Asymmetric Synthesis of Multifunctionalized Pyrrolines by a Ruthenium Porphyrin-Catalyzed Three-Component Coupling Reaction
2005; American Chemical Society; Volume: 7; Issue: 24 Linguagem: Inglês
10.1021/ol050819n
ISSN1523-7060
AutoresHaiwei Xu, Gong‐Yong Li, Man‐Kin Wong, Chi‐Ming Che,
Tópico(s)Cyclopropane Reaction Mechanisms
Resumo[reaction: see text] Chiral multifunctionalized pyrrolines have been synthesized by a ruthenium porphyrin catalyzed three-component coupling reaction. In a one-pot reaction, ruthenium porphyrins catalyzed in situ generation of chiral azomethine ylides from chiral diazo esters and imines. Asymmetric 1,3-dipolar cycloaddition reactions of the chiral azomethine ylides with dipolarophiles afforded the corresponding pyrrolines in good yields and high diastereoselectivity (up to 92% de).
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