Umpolung of Chiral 2-Ethynylaziridines: Indium(I)-Mediated Stereoselective Synthesis of Nonracemic 1, 3-Amino Alcohols Bearing Three Chiral Centers, Catalyzed by Palladium(0)

摘要

Treatment of 3-alkyl-2-ethynylaziridines with lnI in the presence of Pd(PPh_3)_4 and H_2O gave allenylindium reagents bearing a protected amino group in high yields. Stereoselective addition of the allenylindium to aldehydes affords 2-ethynyl-1, 3-amino alcohols bearing three chiral centers in good yields.