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Recent Advances in the Stereoselective Synthesis of Pyrrolizidin‐3‐ones Review

Source Synthetic Approaches to Nonaromatic Nitrogen Heterocycles
Compilation, John Wiley & Sons Ltd.. 2020. ISBN 9781119708704.
Output data Year: 2020, Pages: 179-223 Pages count : 45 DOI: 10.1002/9781119708841.ch8
Authors Sukhorukov Alexey Yu. 1,2,3
Affiliations
1 D. I. Mendeleev University of Chemical Technology of Russia, Moscow, Russia
2 N. D. Zelinsky Institute of Organic Chemistry, Moscow, Russia
3 Plekhanov Russian University of Economics, Moscow, Russia

Abstract: Pyrrolizidines constitute the basis of numerous natural compounds, in particular the family of pyrrolizidine alkaloids, which are widely used in folk medicine and have a wide spectrum of physiological activities. This chapter focuses on the modern strategies used for the total synthesis of biologically active pyrrolizidinones. It shows numerous strategies for the total synthesis of pyrrolizidin-3-ones that have been devised and tested over the last 20 years. The synthetic strategies can be classified into three main types according to the structure of the monocyclic precursor. In Strategy I, the bicyclic structure is constructed by the cyclization of a suitably substituted pyrrolidine derivative. Strategy II is based on the formation of the pyrrolidine-containing ring B in a pyrrolidone precursor. In Strategy III, both rings are constructed at the same time by a transannular cyclization of an eight-membered lactam precursor.
Cite: Sukhorukov A.Y.
Recent Advances in the Stereoselective Synthesis of Pyrrolizidin‐3‐ones
In compilation Synthetic Approaches to Nonaromatic Nitrogen Heterocycles. – John Wiley & Sons Ltd.., 2020. – C.179-223. – ISBN 9781119708704. DOI: 10.1002/9781119708841.ch8 OpenAlex
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OpenAlex: W3107036331
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