1449498-83-2Relevant academic research and scientific papers
Asymmetric synthesis of 2,5-disubstituted 3-hydroxypyrrolidines based on stereodivergent intramolecular iridium-catalyzed allylic aminations
Natori, Yoshihiro,Kikuchi, Shunsuke,Kondo, Takahiro,Saito, Yukako,Yoshimura, Yuichi,Takahata, Hiroki
, p. 1983 - 1994 (2014/03/21)
Intramolecular iridium-catalyzed allylic aminations of homochiral (E)-6-N-nosylaminohept-2-en-1-yl methyl carbonates were investigated. The relative position of the 2,5-substituents of the resulting pyrrolidines was found to be controlled by using both enantiomers (4 and 5) of the appropriate chiral ligand, demonstrating a simple and highly stereodivergent synthetic protocol. Selected trans- and cis-2,5-disubstituted 3-hydroxypyrrolidines (2a and 18a) were converted to (+)-bulgecinine (6) and (+)-preussin (7), respectively.
Asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses via the iridium-catalyzed intramolecular cyclization of an allylic carbonate
Natori, Yoshihiro,Kikuchi, Shunsuke,Yoshimura, Yuichi,Kato, Atsushi,Adachi, Isao,Takahata, Hiroki
, p. 1401 - 1417 (2013/08/23)
An asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses was achieved in which the Ir-catalyzed intramolecular cyclization was the key step. The diastereoselective cyclization converted an allylic carbonate into pyrrolidine derivatives. The a-glucosidase inhibitory activities of the prepared 2-deoxyiminofuranoses were also investigated.
