Table 2 Substrate scope

From: Highly enantioselective catalytic synthesis of chiral pyridines

  1. aConditions A: TMSOTf (3 equiv.) and EtMgBr (3 equiv.); conditions B: BF3⋅Et2O (1.5 equiv) and EtMgBr (1.5 equiv.)
  2. bReported yields are for isolated products
  3. cDetermined by chiral HPLC
  4. dThe absolute configurations of products were determined on the basis of single-crystal X-ray diffraction analysis of compound 2a′ (see Supplementary Information)
  5. eEtMgBr diluted in toluene and added dropwise over 2 h
  6. fee of corresponding alcohol 2c' after deprotection
  7. g5 mol% of catalyst used
  8. hee of the corresponding ether 10
  9. iSmall amount of unreacted substrate (≤9%) is not separable from product by chromatography, yields are calculated by purity of product in the mixed fraction by 1H NMR
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