Synthesis of novel chiral tridentate aminophenol ligands for enantioselective addition of diethylzinc to aldehydes
作者:Xiao-Feng Yang、Takuji Hirose、Guang-You Zhang
DOI:10.1016/j.tetasy.2008.06.027
日期:2008.7
Novel chiral tridentate aminophenol ligand (S)-3a was obtained by a Mannich-type reaction of cresol, paraformaldehyde, and (S)-1-(2-methoxyphenyl)-2-methylpropan-1-amine followed by a deprotection step. This tridentate aminophenol ligand shows high yield and enantioselectivity in the diethylzinc additions to a broad range of substrates, including alkyl, aryl, and α,β-unsaturated aldehydes.
通过甲酚,多聚甲醛和(S)-1-(2-甲氧基苯基)-2-甲基丙烷-1-胺的曼尼希型反应,然后进行脱保护步骤,获得了新型手性三齿氨基酚配体(S)-3a。这种三齿氨基苯酚配体在二乙基锌添加到多种底物(包括烷基,芳基和α,β-不饱和醛)中显示出高收率和对映选择性。