Pseudoguaianolides belong to the class of sesquiterpene lactones and are characterized by the lactone ring cis or trans-anellated (in 6,7- or 7,8- position) to fused seven- and five-membered rings; they differ from guaianolides for the position of the methyl group in 5. The unusual tricyclic fused core 5/7/5 was a challenge and inspired new synthetic methodologies to install substituents with proper stereochemistry. Despite their potential of application in different fields, their exploitation is so far very limited. Because of this, with this review we wanted to give perspectives in terms of availability and resupply of the most active compounds of the class.

Pseudoguaianolides: recent advances in synthesis and applications

Margherita Barbero;Cristina Prandi
2018-01-01

Abstract

Pseudoguaianolides belong to the class of sesquiterpene lactones and are characterized by the lactone ring cis or trans-anellated (in 6,7- or 7,8- position) to fused seven- and five-membered rings; they differ from guaianolides for the position of the methyl group in 5. The unusual tricyclic fused core 5/7/5 was a challenge and inspired new synthetic methodologies to install substituents with proper stereochemistry. Despite their potential of application in different fields, their exploitation is so far very limited. Because of this, with this review we wanted to give perspectives in terms of availability and resupply of the most active compounds of the class.
2018
13
3
241
248
Sesquiterpene lactones, pseudoguaianolides, exomethylene, Michael addition
Margherita Barbero; Cristina Prandi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/1662031
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