1146352-89-7Relevant academic research and scientific papers
Stereocontrolled Construction of ABCD Tetracyclic Ring System with Vicinal All-Carbon Quaternary Stereogenic Centers of Calyciphylline A Type Alkaloids
Sasano, Yusuke,Koyama, Junpei,Yoshikawa, Kaori,Kanoh, Naoki,Kwon, Eunsang,Iwabuchi, Yoshiharu
, p. 3053 - 3056 (2018)
A unique approach to the synthesis of an ABCD tetracyclic core bearing the vicinal all-carbon quaternary stereogenic centers of the calyciphylline A type alkaloids is reported. The synthesis features two C-C bond formations at a sterically congested position: one is an intramolecular pinacol coupling to construct the central A ring; the other is a semipinacol rearrangement to construct a quaternary stereogenic center adjacent to another quaternary center.
Synthetic studies on daphnicyclidin A: enantiocontrolled construction of the BCD ring system
Ikeda, Shuhei,Shibuya, Masatoshi,Kanoh, Naoki,Iwabuchi, Yoshiharu
supporting information; experimental part, p. 1833 - 1836 (2009/09/05)
An enantiocontrolled entry to the tricyclic core of daphnicyclidin A with five chlral centers Including an all-carbon quaternary center Is reported. The synthesis features a highly dlastereoselectlve conjugate addition of nltromethane, an Ireland- Clalsen rearrangement, and a tandem acyliminium/ Mannich- type reaction.
