title: Asymmetric fluoroallylboration of aldehydes.
abstract: Contrary to previous reports, the homologation of benzyloxydifluorovinyllithium with bulky chiral iodomethylboronates readily provides a series of chiral γ,γ-difluoroallylboronates. Asymmetric fluoroallylboration of aldehydes with a 2-phenylbornane-2,3-diol-derived reagent provides gem-difluorinated homoallyl alcohols in good yields and 77-95% ee. Preparation of a chiral α-pyrone in >99% ee has also been described.
authors: Herbert C. Brown Center for Borane Research, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA. chandran@purdue.edu
authors: P Veeraraghavan
authors: PV
authors: Ramachandran
authors: Agnieszka
authors: A
authors: Tafelska-Kaczmarek
authors: Kaumba
authors: K
authors: Sakavuyi