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- Title
Enantioselective catalytic lithiation using a chiral binaphthyl derivative as electron carrier.
- Authors
Martínez, Regina; Pastor, Isidro M.; Yus, Miguel
- Abstract
The lithiation, of the secondary chloride 2, catalyzed by binaphthyl derivatives, i.e. BINAM 4, BINOL 5, BINAP 6, H8-BINAP 7, Tol-BINAP 8, 2,2'-bis(pyrrolidin-1-yl)-1,1'-binaphthalene 9, and 2,2'-dimethyl-1,1'-binaphthalene 11, in the presence of different ketones has been studied, yielding the corresponding alcohol derivatives 3 and 12-16 in moderate to good yields. Binaphthyl derivative 11 has revealed to be very active as catalyst in the lithiation process at room temperature, and has allowed the preparation of the alcohol derivatives with enantioselectivities up to 50%.
- Subjects
ENANTIOSELECTIVE catalysis; LITHIATION; CHIRALITY; PERYLENE derivatives; ELECTRON beams; PYRROLIDINE; ALCOHOL derivatives
- Publication
ARKIVOC: Online Journal of Organic Chemistry, 2014, p71
- ISSN
1551-7004
- Publication type
Article