Chiral 2,2'-bipyridine-type N-monoxides as organocatalysts in the enantioselective allylation of aldehydes with allyltrichlorosilane.
[reaction: see text] The Sakurai-Hosomi-type allylation of aromatic and heteroaromatic aldehydes can be catalyzed by the new heterobidenate bipyridine monoxide PINDOX with high enantioselectivities. The sterochemical outcome is mainly controlled by the axial chirality in PINDOX, which in turn is determined by the annulated terpene units.
Malkov
Andrei V
AV
Department of Chemistry, University of Glasgow, Glasgow G12 8QQ, UK. amalkov@chem.gla.ac.uk
Orsini
Monica
M
Pernazza
Daniele
D
Muir
Ken W
KW
Langer
Vratislav
V
Meghani
Premji
P
Kocovský
Pavel
P