4.7 Article

Use of alkyl 2,4,6-triisopropylbenzoates in the asymmetric homologation of challenging boronic esters

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 47, Pages 12592-12594

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc14469c

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Funding

  1. EPSRC
  2. European Research Council (ERC) [246785]
  3. Royal Society
  4. FQRNT (Quebec)
  5. GSK
  6. Spanish Ministry
  7. EPSRC [EP/E052185/1] Funding Source: UKRI
  8. Engineering and Physical Sciences Research Council [EP/E052185/1, EP/D501725/1] Funding Source: researchfish

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(-)-Sparteine induced lithiation of primary 2,4,6-triisopropylbenzoates and subsequent homologation of boronic esters is reported. A comparative study with lithiated N,N-diisopropylcarbamates has demonstrated the superiority of the hindered benzoate.

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