A method for the asymmetric hydrosilylation of N-aryl imines.
[reaction: see text] The asymmetric reduction of N-aryl imines to yield chiral amines with enantiomeric excesses above 90% was achieved. Ethylenebis(eta5-tetrahydroindenyl)titanium difluoride ((EBTHI)TiF2, 1) was employed as the precatalyst with polymethylhydrosiloxane (PMHS) as the stoichiometric reducing agent. A variety of N-aryl imines derived from nonaromatic ketones were reduced with high ee.
Hansen
M C
MC
Department of Chemistry, Massachusetts Institute of Technology, Cambridge 02139, USA.
Buchwald
S L
SL
D007097:Imines / Q000737:chemistry*; D012833:Siloxanes / Q000737:chemistry*
D007097:Imines; D012833:Siloxanes; C402373:poly(methylhydrosiloxane)