107985-86-4Relevant academic research and scientific papers
Asymmetric Michael Additions via SAMP-/RAMP-Hydrazones Enantioselective Synthesis of β-Substituted δ-Oxopentanoates and δ-Lactones
Enders, Dieter,Rendenbach, Beatrice E. M.
, p. 1223 - 1228 (2007/10/02)
Asymmetric Michael addition of metalated acetaldehyde SAMP- or RAMP-hydrazone (S)- or (R)-2 to α,β-unsaturated esters 3 and subsequent oxidative cleavage by ozonolysis yields the β-substituted δ-oxopentanoates (R)- or (S)-5 with high enantiomeric excesses (ee = 90 to >/= 96percent).Racemization-free reduction and cyclization affords the corresponding optically active δ-lactones (R)- or (S)-7.
