Scandium-catalyzed regio- and stereospecific methylalumination of silyloxy/alkoxy-substituted alkynes and alkenes.
Various alkynes and alkenes having a tethered ether group undergo methylalumination reactions with unprecedented regio- and stereoselectivity in the presence of a cationic half-sandwich alkylscandium species as a catalyst. The oxygen atom of the ether group plays an important role in controlling the selectivity, possibly by coordinating to the metal center. Even when a bulky tert-butyl(diphenyl)silyloxy group is used as the tether group, there is no loss of selectivity.
Takimoto
Masanori
M
Organometallic Chemistry Laboratory, RIKEN Advanced Science Institute, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
Usami
Saori
S
Hou
Zhaomin
Z
D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D004986:Ether; D009942:Organometallic Compounds; D012538:Scandium; D012821:Silanes; D013237:Stereoisomerism
D000475:Alkenes; D000480:Alkynes; D009942:Organometallic Compounds; D012821:Silanes; C444502:methylaluminum dichloride; D004986:Ether; D012538:Scandium