A Novel Synthesis of Bicyclo[3.3.0]octane Ring System via a Desymmetric C-H Insertion Reaction
Toshiyuki Kan, Tohru Fukuyama, Tohru Inoue, Yuichiro Kawamoto, Mitsuhiro Yonehara
Abstract
Toshiyuki Kan, Tohru Fukuyama, Tohru Inoue, Yuichiro Kawamoto, Mitsuhiro Yonehara
Abstract
An optically active bicyclo[3.3.0]octane ring was synthesized by an intramolecular C-H insertion reaction. Upon treatment with a catalytic amount of Rh2(S-DOSP)4, a chiral-auxiliary-containing diazoester underwent a C-H insertion reaction to give the desired bicyclo[3.3.0]octane system.
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An optically active bicyclo[3.3.0]octane ring was synthesized by an intramolecular C-H insertion reaction. Upon treatment with a catalytic amount of Rh2(S-DOSP)4, a chiral-auxiliary-containing diazoester underwent a C-H insertion reaction to give the desired bicyclo[3.3.0]octane system.
Key concepts: Octane, Bicyclic molecule, Chemistry, Ring (chemistry), Intramolecular force, Insertion reaction, Stereochemistry, Intramolecular reaction