Stereoselective synthesis of trisubstituted Z- or E-olefins employing N-substituted .beta.-methallyldimethylammonium ylides
摘要:
[2,3] Sigmatropic rearrangement of N-substituted beta-methallyldimethylammonium ylides forms tri-substituted olefins with high stereoselectivity. Ylides with a powerful electron-withdrawing substituent (-COCH3 or -CO2Et) in the alpha-position and those with a vinyl group carrying an ester moiety at the beta-position afford exclusively E- and Z-olefins, respectively.