109988-59-2Relevant academic research and scientific papers
A Highly Diastereoselective Synthesis of cis-4a-Aryloctahydro-cyclopentapyridine Derivatives through Tandem Radical Cyclization of α-amino Radical Polyene Species
Kano, Shinzo,Yuasa, Yoko,Yokomatsu, Tsutomu,Asami, Kenji,Shibuya, Shiroshi
, p. 2934 - 2939 (2007/10/02)
8a-Aryloxazolocyclopentapyridines (9a-c) were prepared via a route involving radical cyclization of α-acylamino radical polyene species generated by treatment of 4-phenylthiooxazolidin-2-ones (8a-c) with tri-n-butyltin hydride in the presence of azobisisobutyronitrile (AIBN).Conversion of 9a to cis-octahydro-2,5-dimethyl-4a-phenylcyclopentapyridine (19) was successfully achieved via a route involving ring cleavage of the oxazolidinone ring of 9a, oxidation of hydroxymethyl group, and decarbonylation.Keywords - radical cyclization; cyclopentapyridine; α-acylamino radical; α-amino radical-polyene; tandem radical cyclization; decarbonylation
Effect of A-Strain on a Synthesis of cis-Fused 4a-Aryloctahydro-1H-cyclopentapyridine Derivatives through Tandem Radical Cyclisation of an α-Acylamino-Polyene System
Kano, Shinzo,Yuasa, Yoko,Yokomatsu, Tsutomu,Asami, Kenji,Shibuya, Shiroshi
, p. 1717 - 1718 (2007/10/02)
An efficient synthesis of the cis-fused 4a-aryloctahydro-1H-cyclopentapyridine ring system, an analogue of 4a-aryldecahydroisoquinoline, was achieved through a tandem radical approach by cyclisation of free radical-polyene species.
