Bringmann, Gerhard Menche, Dirk Mühlbacher, Jörg Reichert, Matthias Saito, Nozomi Pfeiffer, Steven S. Lipshutz, Bruce H. On the Verge of Axial Chirality:  Atroposelective Synthesis of the AB-Biaryl Fragment of Vancomycin<sup>†</sup><sup>,</sup><sup>‡</sup> Using the “lactone concept”, differently substituted AB-biaryl fragments (<i>P</i>)-2 (R = Me, <i>t</i>-Bu) of vancomycin have been synthesized atroposelectively. Their otherwise configurational instability was remedied by inclusion of two chlorine atoms in the B ring to give (<i>M</i>)-<b>29</b>. Starting from a still configurationally unstable lactone-bridged precursor, we obtained this biaryl with high atroposelectivity (dr 94:6) by ring cleavage with dynamic kinetic diastereomeric resolution. inclusion;atroposelectivity;Chirality;Axial;concept;biaryl;vancomycin;chlorine atoms;Fragment;dr;atroposelectively;Bu;B ring;lactone;Synthesi;configurationally;Atroposelective;fragment;diastereomeric resolution;configurational instability;ring cleavage;Vancomycin;precursor;Verge 2002-07-27
    https://acs.figshare.com/articles/journal_contribution/On_the_Verge_of_Axial_Chirality_Atroposelective_Synthesis_of_the_AB-Biaryl_Fragment_of_Vancomycin_sup_sup_sup_sup_sup_sup_/3743205
10.1021/ol026182e.s001