title: Enantioselective Access to Bicyclo[3.2.1]octadienone Skeleton: Total Syntheses of (+)-Engelharquinone and Its Epoxide.
abstract: The first enantioselective total syntheses of engelharquinone (2) and its epoxide 3 have been achieved. The key steps include (1) catalytic asymmetric 1,4-addition of a naphthylboronic acid derivative to a masked naphthoquinone derivative by using a chiral Rh-complex and (2) thiolate-promoted stereospecific construction of the bicyclo[3.2.1]octadienone scaffold.
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology , 2-12-1 O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
authors.forename: Takumi
authors.initials: T
authors.lastname: Fukazawa
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology , 2-12-1 O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
authors.forename: Yoshio
authors.initials: Y
authors.lastname: Ando
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology , 2-12-1 O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
authors.forename: Ken
authors.identifier: 0000-0002-8498-0821
authors.initials: K
authors.lastname: Ohmori
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
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology , 2-12-1 O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
authors.forename: Keisuke
authors.identifier: 0000-0001-7935-3762
authors.initials: K
authors.lastname: Suzuki