Asymmetric Synthesis of Homoallylic Alcohols Featuring Vicinal Tetrasubstituted Carbon Centers via Dual Pd/Photoredox Catalysis

Dual palladium/photoredox-catalysis provides an effective method for the decarboxylative asymmetric synthesis of vicinal α,β-tri/tetra- or α,β-tetrasubstituted homoallylic alcohols using Hantzsch-type esters as radical precursors. This mild methodology capitalizes on vinyl cyclic carbonates as accessible reagents providing the target molecules in appreciable to good yields, high branch selectivity, and enantiomeric ratios of up to 94:6, making it a rare example of using prochiral electrophiles for the creation of vicinal congested carbon centers.

Xue, S.; Limburg, B.; Ghorai, D.; Benet-Buchholz, J.; Kleij; A. W.

Org. Lett. 2021, 23 (11), 4447–4451
DOI: 10.1021/acs.orglett.1c01380

Associated ICIQ research group/s:

  • RESEARCH GROUP/S
    Prof. Arjan W. Kleij
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