Abstract
The three-component Ugi reaction with chiral 2-(2-formyl-1H-pyrrol-1-yl)acetic acids prepared from natural l-aminoacids was investigated. The reaction opens a new route to chiral substituted pyrroloketopiperazines. One of the first examples of an asymmetric Ugi reaction without chiral amines is described. The reaction proceeds with moderate diastereoselectivity to give the target compounds in good yields. The scope and limitation of the approach are discussed.
Original language | English |
---|---|
Pages (from-to) | 3031-3041 |
Number of pages | 11 |
Journal | Tetrahedron |
Volume | 63 |
Issue number | 14 |
DOIs | |
Publication status | Published - 2 Apr 2007 |
MoE publication type | A1 Journal article-refereed |
Funding
Financial support from Russian Science Support Foundation is gratefully acknowledged. The authors also thank Dr. A. S. Shashkov for the NMR spectra and Dr. B. V. Lokshin for the optical rotation measurements.