title: Copper-catalyzed oxidative dimerizations of 3-N-hydroxy-aminoprop-1-enes to form 1,4-dihydroxy-2,3-diaminocyclohexanes with C2  symmetry.
abstract: This work describes the one-step construction of complex and important molecular frameworks through copper-catalyzed oxidations of cheap tertiary amines. Copper-catalyzed aerobic oxidations of N-hydroxyaminopropenes to form C2 -symmetric N- and O-functionalized cyclohexanes are described. Such catalytic oxidations proceed with remarkable stereocontrol and high efficiency. Reductive cleavage of the two NO bonds of these products delivers 1,4-dihydroxy-2,3-diaminocyclohexanes, which are important skeletons of several bioactive molecules.
authors.affiliation: Department of Chemistry, National Tsing Hua University, 101, Sec. 2, Kuang-Fu Rd., Hsinchu 30013 (Taiwan) http://chem-en.web.nthu.edu.tw/files/13-1117-33454.php.
authors.forename: Satish
authors.initials: S
authors.lastname: Ghorpade
authors.forename: Rai-Shung
authors.initials: RS
authors.lastname: Liu
keywords: copper; cyclization; oxidation; radicals; synthetic methods