title: LiOOt-Bu as a terminal oxidant in a titanium alkoxide-mediated [2+2+2] reaction cascade.
abstract: LiOOt-Bu is an effective oxidant for converting the penultimate organometallic intermediate generated in a titanium alkoxide-mediated [2+2+2] reaction cascade to an allylic alcohol. Oxidation of the presumed allylic titanium species is highly regioselective, providing direct access to substituted hydroindanes containing a primary allylic alcohol. In addition to demonstrating the feasibility of this oxidation process, we document the ability to convert the primary allylic alcohol products to angularly substitutedcis-fused hydroindanes.
authors.affiliation: Department of Chemistry, Burke Laboratory, Dartmouth College, Hanover, NH 03755, USA.
authors.forename: Wan Shin
authors.initials: WS
authors.lastname: Kim
authors.affiliation: Department of Chemistry, Burke Laboratory, Dartmouth College, Hanover, NH 03755, USA.
authors.forename: Claudio
authors.initials: C
authors.lastname: Aquino
authors.affiliation: Department of Chemistry, Burke Laboratory, Dartmouth College, Hanover, NH 03755, USA.
authors.forename: Haruki
authors.initials: H
authors.lastname: Mizoguchi
authors.affiliation: Department of Chemistry, Burke Laboratory, Dartmouth College, Hanover, NH 03755, USA.
authors.forename: Glenn C
authors.initials: GC
authors.lastname: Micalizio
keywords: Cascade reaction; Hydroindanes; Metallacycle-mediated cross-coupling; Oxidation; [2+2+2]