864379-95-3Relevant academic research and scientific papers
The highly enantioselective Diels-Alder reaction of 1,2-dihydropyridine using chiral cationic palladium-phosphinooxazolidine catalyst for the synthesis of chiral isoquinuclidines
Nakano, Hiroto,Tsugawa, Natsumi,Fujita, Reiko
, p. 5677 - 5681 (2005)
The enantioselective Diels-Alder reactions of 1-phenoxycarbonyl-1,2- dihydropyridine with 1-alkylated acryloyl-pyrazolidin-3-ones using chiral cationic palladium-phosphinooxazolidine (Pd-POZ) catalyst afforded chiral isoquinuclidines with excellent enanti
Highly enantioselective synthesis of isoquinuclidine by diels-alder reaction of 1,2-dihydropyridine utilizing chiral bisoxazoline-Cu(II) complex
Hutabarat, N.D.M. Romauli,Seki, Chigusa,Shimizu, Takashi,Hirama, Masafumi,Kohari, Yoshihito,Nakano, Hiroto,Uwai, Koji,Takano, Nobuhiro,Kwon, Eunsang,Matsuyama, Haruo
, p. 203 - 217 (2013/08/23)
The enantioselective Diels-Alder (D-A) reaction between N-phenoxycarbonyl- or N-benzyloxycarbonyl-1,2-dihydropyridine (1a or 1b) and N(2)-acryloyl-N(1)-(1- naphthylmethyl)-5,5-dimethylpyrazolidin-3-one (2b) using (S,S)-bisoxazoline- Cu(II) catalyst (A, B, C or D) has been investigated. Utilizing (S,S)-t-Bu-bisoxazoline-Cu(II) catalyst C, the D-A reaction of 1a and 2 afforded the endo-(7S)-isoquinuclidines (3, 4 or 5) in good chemical yields with high enantioselectivity (up to 99% e.e.).
