Simple, chemoselective, catalytic olefin isomerization.
Catalytic amounts of Co(Sal(tBu,tBu))Cl and organosilane irreversibly isomerize terminal alkenes by one position. The same catalysts effect cycloisomerization of dienes and retrocycloisomerization of strained rings. Strong Lewis bases like amines and imidazoles, and labile functionalities like epoxides, are tolerated.
Department of Chemistry, The Scripps Research Institute , La Jolla, California 92037, United States.
Steven W M
SW
Crossley
Francis
F
Barabé
Ryan A
RA
Shenvi
D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D009942:Organometallic Compounds; D012821:Silanes; D003035:Cobalt