These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
Asymmetric Synthesis of Homoallylic Alcohols Featuring Vicinal Tetrasubstituted Carbon Centers via Dual Pd/Photoredox Catalysis
preprintsubmitted on 16.04.2021, 21:58 and posted on 19.04.2021, 10:19 by Sijing Xue, Bart Limburg, Debasish Ghorai, Jordi Benet Buchholz, Arjan. W. Kleij
Dual palladium/photoredox-catalysis provides an effective method for the asymmetric synthesis of vicinal a,b-tri/tetra- or a,b-tetra-substituted homoallylic alcohols. Regio- and enantioselective decarboxylative allylic alkylation of vinyl cyclic carbonates is reported using Hantzsch type esters as radical precursors. The developed methodology combines the use of versatile and accessible reagents and can be operated under mild reaction conditions giving the target molecules in appreciable to good yields, high branch-selectivity and appreciable enantiomeric ratios of up to 94:6. This protocol marks a rare example of the use of prochiral electrophiles for the creation of vicinal congested carbon centers.