Access to 2′,3′-dihydro-1′H-spiro[indoline-3,4′-pyridin]-2-ones via amino acid derived phosphine-catalyzed asymmetric [4+2] annulation with easily available oxindole-derived α,β-unsaturated imines
作者:Xiao-Nan Zhang、Xiang Dong、Yin Wei、Min Shi
DOI:10.1016/j.tet.2014.02.052
日期:2014.4
The phosphine-catalyzed asymmetric [4+2] annulation of vinyl ketones with more easily available oxindole-derived α,β-unsaturated imines has been further developed in the presence of an easily available multifunctional thiourea-phosphine catalyst derived from natural amino acid, providing the enantioselective synthesis of 2′,3′-dihydro-1′H-spiro[indoline-3,4′-pyridin]-2-ones in good yields and moderate
在容易获得的由天然氨基酸衍生而来的多功能硫代脲-膦催化剂的存在下,膦酸酯催化的不对称的[4 + 2]乙烯基酮与更容易获得的羟吲哚衍生的α,β-不饱和亚胺的环化反应得到了进一步发展。的2的对映选择性合成',3'-二氢-1' ħ -螺[二氢吲哚-3,4'-吡啶] -2酮以良好的收率和适中的DE值与温和的条件下对映选择性更高。