title: Directed ortho,ortho'-dimetalation of hydrobenzoin: Rapid access to hydrobenzoin derivatives useful for asymmetric synthesis.
abstract: A variety of ortho,ortho'-disubstituted hydrobenzoin derivatives are readily accessible through a directed ortho,ortho'-dimetalation strategy in which the alcohol functions in hydrobenzoin are deprotonated by n-BuLi and the resulting lithium benzyl alkoxides serve as directed metalation groups. The optimization and scope of this reaction are discussed, and the utility of this process is demonstrated in the one-pot preparation of a number of chiral diols as well as a short synthesis of the chiral ligand Vivol.
authors: Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, B.C., Canada, V5S 1S6.
authors: Inhee
authors: I
authors: Cho
authors: Labros
authors: L
authors: Meimetis
authors: Lee
authors: L
authors: Belding
authors: Michael J
authors: MJ
authors: Katz
authors: Travis
authors: T
authors: Dudding
authors: Robert
authors: R
authors: Britton