title: Asymmetric synthesis of protected arylglycines by rhodium-catalyzed addition of arylboronic acids to N-tert-butanesulfinyl imino esters.
abstract: A new method for the Rh(I)-catalyzed addition of arylboronic acids to N-tert-butanesulfinyl imino esters has been developed for the asymmetric synthesis of arylglycine derivatives. This method provides high yields (61-90%) and diastereoselectivities (>98:2) for a variety of functionalized arylboronic acids. The N-sulfinyl arylglycine ester products are versatile intermediates for further transformations, including selective protecting group removal, conversion to beta-amino alcohols, and direct incorporation into peptides.
authors: Department of Chemistry, University of California, Berkeley, California 94720, USA.
authors: Melissa A
authors: MA
authors: Beenen
authors: Daniel J
authors: DJ
authors: Weix
authors: Jonathan A
authors: JA
authors: Ellman