Stereospecific substitution of allylic alcohols to give optically active primary allylic amines: unique reactivity of a (P,alkene)Ir complex modulated by iodide.
A stereospecific allylic amination of unactivated secondary (secondary)-allylic alcohols is reported. The primary (primary)-allylic amine can be isolated directly or protected in situ. Spectroscopic studies have shed light on the structure of the catalytically active Ir x (P,olefin)2I complex.
Roggen
Markus
M
Laboratorium für Organische Chemie, ETH Zürich, CH-8093 Zürich, Switzerland.
Carreira
Erick M
EM
D000475:Alkenes / Q000737:chemistry*; D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D007454:Iodides / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D000498:Allyl Compounds; D000588:Amines; D007454:Iodides; D009942:Organometallic Compounds; D020005:Propanols; C006463:allyl alcohol; D007495:Iridium