A regioselective Ru-catalyzed alkene-alkyne coupling.
[reaction: see text] The reaction of silylalkynes and terminal alkenes proceeds with complete control of regioselectivity by the silyl substituent to give geometrically defined vinylsilanes. Since terminal alkynes normally give mixtures, protodesilylation of these adducts then constitutes a regioselective addition of terminal alkynes to terminal alkenes.
Trost
B M
BM
Department of Chemistry, Stanford University, CA 94305-5080, USA. bmtrost@leland.stanford.edu
Machacek
M
M
Schnaderbeck
M J
MJ
D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D012428:Ruthenium / Q000737:chemistry*; D012821:Silanes / Q000138:chemical synthesis / Q000737:chemistry*; D014753:Vinyl Compounds / Q000138:chemical synthesis
D000475:Alkenes; D000480:Alkynes; D012821:Silanes; D014753:Vinyl Compounds; D012428:Ruthenium