Garner, Philip Anderson, James T. Radical-Based Asymmetric Synthesis:  An Iterative Approach to 1, 3, 5, ... (2<i>n</i> + 1) Polyols A conceptually novel approach to 1, 3, 5, ... (2<i>n</i><i> </i>+ 1) polyols based on iterative stereocontrolled homologation of chiral hydroxyalkyl radicals is reported. Starting from α-keto ester precursors, the general sequence of (1) ketone reduction, (2) auxiliary attachment, (3) saponification, (4) Barton esterification, and (5) radical addition provided the two-carbon homologue in 70−80% overall yield. The simplicity and generality of this iterative strategy for 1, 3, 5, ... (2<i>n</i><i> </i>+ 1) polyol synthesis suggests an attractive alternative for the preparation of molecules containing this structural motif. homologue;molecule;iterative stereocontrolled homologation;sequence;novel approach;generality;alternative;Barton;Asymmetric;saponification;attachment;iterative strategy;polyols;ester;Synthesi;simplicity;chiral hydroxyalkyl radicals;Iterative Approach;esterification;keto;Polyol;precursor;motif;preparation;ketone;polyol;synthesis 1999-09-04
    https://acs.figshare.com/articles/journal_contribution/Radical-Based_Asymmetric_Synthesis_An_Iterative_Approach_to_1_3_5_2_i_n_i_1_Polyols/3759753
10.1021/ol990188v.s001