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Substrate-Controlled Cu(OAc)2-Catalyzed Stereoselective Semi-Reduction of Alkynes with MeOH as the Hydrogen Source
ACS Omega ( IF 3.7 ) Pub Date : 2021-04-22 , DOI: 10.1021/acsomega.1c01083
Jiuzhong Huang 1 , Xiaoning Li 2 , Huiling Wen 1 , Lu Ouyang 1 , Nianhua Luo 1 , Jianhua Liao 1 , Renshi Luo 1
ACS Omega ( IF 3.7 ) Pub Date : 2021-04-22 , DOI: 10.1021/acsomega.1c01083
Jiuzhong Huang 1 , Xiaoning Li 2 , Huiling Wen 1 , Lu Ouyang 1 , Nianhua Luo 1 , Jianhua Liao 1 , Renshi Luo 1
Affiliation
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A substrate-controlled stereoselective semi-reduction of alkynes with MeOH as the hydrogen source has been developed, and readily available Cu(OAc)2 (copper acetate) is utilized as an optimal catalyst. The detailed investigation of the mechanism revealed distinct catalytic processes for the (Z)- and (E)-alkenes, respectively. As a result, a diversity of alkynes (including terminal, internal alkynes etc.) were compatible under the mild reaction conditions. Furthermore, the high proportion of deuterium in Z-alkenes (up to 96%) was obtained using d4-methanol as a solvent.
中文翻译:
底物控制的Cu(OAc)2-以MeOH为氢源的炔烃立体选择性半还原
已开发出以MeOH为氢源的炔烃可控制的底物控制的立体选择性半还原反应,现将易得的Cu(OAc)2(醋酸铜)用作最佳催化剂。对该机理的详细研究揭示了分别对(Z)-和(E)-烯烃的不同催化过程。结果,在温和的反应条件下,各种炔烃(包括末端,内部炔烃等)是相容的。此外,使用d 4-甲醇作为溶剂,可以获得Z-烯烃中氘的比例很高(最高96%)。
更新日期:2021-05-04
中文翻译:

底物控制的Cu(OAc)2-以MeOH为氢源的炔烃立体选择性半还原
已开发出以MeOH为氢源的炔烃可控制的底物控制的立体选择性半还原反应,现将易得的Cu(OAc)2(醋酸铜)用作最佳催化剂。对该机理的详细研究揭示了分别对(Z)-和(E)-烯烃的不同催化过程。结果,在温和的反应条件下,各种炔烃(包括末端,内部炔烃等)是相容的。此外,使用d 4-甲醇作为溶剂,可以获得Z-烯烃中氘的比例很高(最高96%)。