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  • Title: Asymmetric synthesis of protected arylglycines by rhodium-catalyzed addition of arylboronic acids to N-tert-butanesulfinyl imino esters.
    Author: Beenen MA, Weix DJ, Ellman JA.
    Journal: J Am Chem Soc; 2006 May 17; 128(19):6304-5. PubMed ID: 16683780.
    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.
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