摘要
以线性氨基酸L-丙氨酸为催化剂,PEG-400∶H2O(3∶2)为反应体系,室温下直接催化环己酮与不同R基取代的芳香醛进行不对称Aldol反应,产物具有良好的对映选择性(68%ee^96%ee)。该方法操作简单,环境友好,催化剂易回收循环利用,利用过渡态理论结合烯胺机理对环己酮与4-溴苯甲醛反应中的过渡态分子构型(TS、SR-anti、TS-RS-anti)进行了理论研究,并在BL3YP/6-311G(2d,2p)理论水平下经IRC计算证明其构型的合理性。
The L-alanine as the simple linear amino acid was used as the catalysts for the direct asymmetric Aldol reaction between aldehydes and ketones in PEG∶H 2O （3∶2） at room temperature. The result showed that the good enantioselectivity enantiomeric excesses were observed （68% ee -96% ee ）. The method is simple, environmentally friendly and easy to recycle the catalyst. The transition state theory and the enamine mechanism were used to study the transition state molecules （TS-SR-anti; TS-RS-anti） in the reaction of cyclohexanone with 4-bromobenzaldehyde. At the same time, the transition state is proved to be reasonable by IRC calculations under the theoretical level of BL3YP / 6 311G （2d, 2p）.
作者
郭琳娜
魏月
赵影
许国贺
马晶军
GUO Lin-na;WEI Yue;ZHAO Ying;XU Guo-he;MA Jing-jun(College of Science,Hebei Agricultural University,Baoding 071001,China;College of Science and Technology,Hebei Agricultural University,Huanghua 061100,China;Hebei Agricultural Products Processing Engineering Research Center,Baoding 071001,China)
出处
《河北农业大学学报》
CAS
CSCD
北大核心
2018年第3期123-129,共7页
Journal of Hebei Agricultural University
基金
河北农业大学引进博士专项(ZD2016027)
河北省高等学校青年拔尖人才计划项目 (BJ2017026)
河北省食品科学与工程学科“双一流”建设资金项目(2018SPGCA18).
