摘要
发展了一类吡咯取代的手性亚磷酰胺配体,并将其成功地应用于铑催化的1,1-双取代烯烃的不对称氢甲酰化反应,以优秀的区域选择性、良好的化学选择性和对映选择性(71%~86%ee)得到相应的手性直链醛,反应的转化数(TurnoverNumber,TON)值最高达到8900.该类催化剂容易制备且具有广泛的官能团兼容性,通过不对称氢甲酰化反应为手性α-烷基-β-甲酰基丙酸酯类化合物的合成提供了一类新的方法.
A readily prepared chiral pyrrolylphosphinite has been found highly efficient for Rh(I) catalyzed asymmetric hydroformylation of 1,1-disubstituted olefins. Chiral linear aldehydes have been synthesized with high productivity (turnover number (TON) up to 8900), excellent regioselectivity, and good to high chemo- and enantio-selectivites (71%~86% ee). The reaction features ready catalyst preparation and wide functional group tolerance, thus will be of practical value in the use of asymmetric hydroformylation (AHF) for the synthesis of chiral α-alkyl-β-formylpropanoate analogues.
作者
贾肖飞
任新意
王正
夏春谷
丁奎岭
Jia Xiaofei;Ren Xinyi;Wang Zheng;Xia Chungu;Ding Kuiling(State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032;State Key Laboratory of Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000)
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2019年第1期207-214,共8页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No.21790333)
中国科学院前沿科学重点研究计划(No.QYZDY-SSW-SLH012)和中国科学院战略性先导科技专项(B类)(No.XDB20000000)资助项目~~
关键词
氢甲酰化
烯烃
铑
不对称催化
亚磷酰胺
hydroformylation
olefin
Rhodium
asymmetric catalysis
phosphoramidite