title: Aryloxymethyltrifluoroborates for Rhodium-Catalyzed Asymmetric Conjugate Arylation. o-Methoxyarylation through 1,4-Rhodium Shift.
abstract: Reaction of potassium aryloxymethyltrifluoroborates 1 with α,β-unsaturated carbonyl compounds 2 in the presence of a chiral diene-rhodium catalyst in H2O at 100 °C introduced 2-methoxyaryl groups at the β-position of 2 with high enantioselectivity in high yields. The reaction is assumed to proceed through 1,4-Rh shift from aryloxymethyl-Rh intermediate to 2-methoxyaryl-Rh. The high availability of phenol derivatives makes this asymmetric conjugate arylation synthetically useful.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University , 21 Nanyang Link, Singapore 637371, Singapore.
authors.forename: Jialin
authors.initials: J
authors.lastname: Ming
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University , 21 Nanyang Link, Singapore 637371, Singapore.
authors.forename: Tamio
authors.identifier: 0000-0001-9187-3664
authors.initials: T
authors.lastname: Hayashi