4.5 Article

Enol Phosphinates and Phosphonates: Practical Electrophiles for Cross-Coupling Strategies

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 22, Pages 3897-3904

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1217067

Keywords

lactams; arylboronic acids; stannanes; Suzuki-Miyaura coupling; Stille coupling; resin-bound enol phosphinate

Funding

  1. EPSRC
  2. GlaxoSmithKline

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Enol phosphinates and phosphonates can be readily prepared from simple lactams in high yields and are both stable and storable. Both these substrates can be employed successfully in homogeneous Suzuki-Miyaura and Stille cross-couplings protocols. Additionally, the phosphonate group can be immobilised on a phenol-on-polystyrene resin and utilised in a simple diversity linker strategy in which the coupled product is cleaved from the resin under Suzuki-Miyaura cross-coupling conditions.

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