Electron transfer promoted regioselective ring-opening reaction of cyclopropyl silyl ethers.
Oxidative ring-opening reactions of cyclopropyl silyl ethers incorporated into bicyclo[m.1.0]alkane framework were investigated. The results show that the regioselectivities for ring-opening of intermediate radical cations, formed by single electron transfer, are governed by the nature of the nucleophile as well as oxidizing species.
Hasegawa
Eietsu
E
Department of Chemistry, Faculty of Science, Niigata University, Ikarashi-2 8050, Niigata 950-2181, Japan. ehase@chem.sc.niigata-u.ac.jp
Yamaguchi
Naoto
N
Muraoka
Hiroyasu
H
Tsuchida
Hiroyuki
H
D003521:Cyclopropanes / Q000737:chemistry*; D004583:Electrons; D004987:Ethers; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*; D013237:Stereoisomerism
D003521:Cyclopropanes; D004987:Ethers; D019158:N-Acetylneuraminic Acid