手性联苯类化合物的不对称合成及其反应研究

Opticallyactive6,6'-dinitrobiphenyl-2,2'-dicarboxylicacid6,6'-dimethylbiphenyl-2,2'-dicarboxylicacid,1,1'-binaphthyl-2,2'-dicarboxylicacidweresynthesizedbytheprocedurewhichincludesasymmetricUllmanncouplingreactioninducedbyderivativesofα-D-glucosementholfenchol.(S)-2,2'-binaptholwaspreparatedfrom2-naptholbyoxidativecouplingreactioncatalyzedbythreechiralcomplexescatalystpreparedinsitufromCuCl(10mol%)andthechiralphosphoramide.Theproductsontheabovereactionshavemoderateeevalue.Usingaxiallydissymmetricchiral1,1'-binaphthalene-2,2'-diamineaschiralligands,thereactionofdiethylzinctoaldehydeswasstudiedandcorrespondingsec-alcoholscanbeobtainedinmoderateee.Twonewtypeof1,3,2-oxaborolidineswerepreparedfrom(1s,2s)-2-amino-1-(4-nitrophenyl)-propane-1,3-diolandwereusedascatalystintheassymetricreductionofacetophenone.Thecorrespondingsec-alcoholsalsocanbeobtainedinmoderateee.

手性联苯类化合物是有机合成中的一类有用手性配体，也是近年来一些有生理活性作用的天然产物的子结构。开发高选择性的不对称合成手性联苯的新方法是有机立体化学的前沿领域之一。本项目将选择并制备合适的原料，利用手性模块和以手性催化剂来诱导不对称偶联反应的两个方法引入手性轴，得到对称和不对称的手性联苯类化合物并研究它们在不对称合成反应中的应用。.