174787-77-0Relevant articles and documents
Chiral allylsilane additions to chiral N-Boc-a-amino aldehydes
Dias, Luiz C.,Meira, Paulo R. R.
, p. 37 - 40 (2007/10/03)
Addition of chiral allylsilane 4 to chiral W-Boc-α-amino aldehydes in the presence of SnCl2 in CH2Cl2 at -78 °C affords 1,2-syn homoallylic alcohols, potential intermediates for the synthesis of hydroxyethylene peptide isosteres. The diastereoselectivity depends on the aldehyde absolute configuration, with (R)-α-aminoaldehydes (matched case/anti-Felkin addition) exhibiting higher stereoselectivity than its enantiomer (mismatched case/Felkin addition). Thieme Stuttgart.