Synthesis of Chiral Cyclopentenones.
The cyclopentenone unit is a very powerful synthon for the synthesis of a variety of bioactive target molecules. This is due to the broad diversity of chemical modifications available for the enone structural motif. In particular, chiral cyclopentenones are important precursors in the asymmetric synthesis of target chiral molecules. This Review provides an overview of reported methods for enantioselective and asymmetric syntheses of cyclopentenones, including chemical and enzymatic resolution, asymmetric synthesis via Pauson-Khand reaction, Nazarov cyclization and organocatalyzed reactions, asymmetric functionalization of the existing cyclopentenone unit, and functionalization of chiral building blocks.
Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences , Acad. G. Bonchev str, bl.9, 1113 Sofia, Bulgaria.
Svilen P
SP
Simeonov
Department of Chemistry, University College London , London WC1H 0AJ, United Kingdom.
João P M
JP
Nunes
Research Institute for Medicines (iMed.ULisboa), Faculty of Pharmacy, Universidade de Lisboa , Av. Prof. Gama Pinto, 1649-003 Lisboa, Portugal.
Krassimira
K
Guerra
Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences , Acad. G. Bonchev str, bl.9, 1113 Sofia, Bulgaria.
Vanya B
VB
Kurteva
Research Institute for Medicines (iMed.ULisboa), Faculty of Pharmacy, Universidade de Lisboa , Av. Prof. Gama Pinto, 1649-003 Lisboa, Portugal.
Carlos A M
CA
Afonso
D002241:Carbohydrates / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D061565:Cycloaddition Reaction; D003517:Cyclopentanes / Q000138:chemical synthesis / Q000737:chemistry*; D011453:Prostaglandins / Q000138:chemical synthesis / Q000737:chemistry; D011454:Prostaglandins A / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D028561:Transition Elements / Q000737:chemistry
D002241:Carbohydrates; D003517:Cyclopentanes; D011453:Prostaglandins; D011454:Prostaglandins A; D028561:Transition Elements; C046249:clavulones