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Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, Japan
E-mail: shu_kobayashi@chem.s.u-tokyo.ac.jp
; Fax: (+81)-3-5684-0634
; Tel: (+81)-03-5841-4790
Org. Biomol. Chem., 2012,10, 7134-7147
DOI:
10.1039/C2OB26264A
Received
11 Jun 2012,
Accepted
06 Jul 2012
First published online
06 Jul 2012
Asymmetric Michael reactions and enantioselective protonations between enones and thiols were catalyzed by a Sc(OTf)3–chiral 2,2′-bipyridine complex in water. The remarkable governing of the enantioselectivity for simple introduction of protons despite their abnormally high mobility in water may provide us with new synthetic opportunities as well as significant chemical advances.