DIRECTED METALATION LIGAND COUPLING APPROACH TO THE ENANTIOSELECTIVE SYNTHESIS OF 1,1'-BINAPHTHYLS/

Authors
BAKER RW POCOCK GR SARGENT MV TWISS E
Citation
Rw. Baker et al., DIRECTED METALATION LIGAND COUPLING APPROACH TO THE ENANTIOSELECTIVE SYNTHESIS OF 1,1'-BINAPHTHYLS/, Tetrahedron : asymmetry, 4(12), 1993, pp. 2423-2426
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
4
Issue
12
Year of publication
1993
Pages
2423 - 2426
Database
ISI
SICI code
0957-4166(1993)4:12<2423:DMLCAT>2.0.ZU;2-V
Abstract
Introduction of a 2-isopropoxycarbonyl or 2-N,N-dimethylcarbamoyl grou p into homochiral 1-p-tolyl- or 1-t-butyl-sulfinylnaphthalenes, via di rected metalation reaction, followed by ligand coupling reaction with 1-naphthylmagnesium bromide, furnished atropisomeric 1,1'-binaphthyls in 82-95% enantiomeric excess (e.e.).