Oxazaphospholidine-oxide as an efficient ortho-directing group for the diastereoselective deprotonation of ferrocene.
[reaction: see text] Ortho-lithiation of (2R,4S,5R)-3,4-dimethyl-2-ferrocenyl-5-phenyl[1,3,2]oxazaphospholidine 2-oxide 2 was carried out with diastereoselectivity of >99%, affording a new and efficient way for introducing planar chirality into the ferrocene backbone. Various electrophiles were used to quench the lithiated species, showing the wide applicability of the new ortho-directing group and its potential to generate ligands for use in asymmetric catalysis.
Vinci
Daniele
D
Department of Chemistry, University of Liverpool, UK.
Mateus
Nuno
N
Wu
Xiaofeng
X
Hancock
Fred
F
Steiner
Alexander
A
Xiao
Jianliang
J