The synthetic potential of pyridinium salt photochemistry.
The discovery in the 1970s by Kaplan, Wilzbach and Pavlik that pyridinium salts undergo a unique cyclization reaction to produce bicyclic-aziridines was virtually unrecognized for nearly three decades. It was only comparatively recently that the process was explored in more detail and its synthetic potential exploited. In this Perspective, photocyclization reactions of pyridinium salts will be discussed, starting with the initial discovery, covering related processes of pyrylium salts, and extending to applications to the synthesis of natural and non-natural products of biomedical interest.
Zou
Jiwen
J
Department of Chemistry and Chemical Biology University of New Mexico, Albuquerque, NM 87131, USA.
Mariano
Patrick S
PS
D001388:Aziridines / Q000737:chemistry; D003500:Cyclization; D010100:Oxygen / Q000737:chemistry; D010777:Photochemistry; D011726:Pyridinium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D012492:Salts / Q000138:chemical synthesis* / Q000737:chemistry
D001388:Aziridines; D011726:Pyridinium Compounds; D012492:Salts; C033132:aziridine; D010100:Oxygen