AI Article Synopsis
- The study describes a one-pot, three-component aza-Morita-Baylis-Hillman reaction using ferrocenealdehyde, yielding various products, including piperidine and β-amino acid derivatives.
- An unexpected ferrocenyl piperidine derivative was obtained in excellent yield through a sophisticated reaction pathway involving diastereoselective aza-Michael and Aldol reactions.
- The research discusses possible mechanisms for creating these unique products and highlights their potential applications in synthesizing ferrocenyl nitrogen heterocycles and bioconjugates.
Article Abstract
Activated alkene dependent one-pot, three-component aza-Morita-Baylis-Hillman (aza-MBH) reaction of ferrocenealdehyde afforded simple aza-MBH adduct of ferrocenealdehyde, unusual piperidine, β-amino acid residue, and γ-ketoester derivatives of ferrocene in good yield. The synthetic protocol with MVK has led to an unexpected ferrocenyl piperidine derivative in an excellent yield via diastereoselective domino aza-Michael/double Aldol pathway. Plausible mechanisms for the formation of unusual products and diastereoselectivity have also been described. The products can be used for the concise synthesis of ferrocenyl nitrogen heterocycles and bioconjugates.
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| http://dx.doi.org/10.1021/ol200215d | DOI Listing |
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