A novel,efficient and pragmatic method to prepare gem-diboron products with vicinal tertiary/quaternary stereocenters using LiTMP-mediated 1,6-conjugate addition of gem-diborylalkanes to para-quinone methides was desc...A novel,efficient and pragmatic method to prepare gem-diboron products with vicinal tertiary/quaternary stereocenters using LiTMP-mediated 1,6-conjugate addition of gem-diborylalkanes to para-quinone methides was described for the first time.The results showed that various gem-diboron products with vicinal tertiary and quaternary stereocenters could be formed within 15 min at ambient temperature.This simple protocol has also been applied for the efficient synthesis of the analogue of Bedaquiline.展开更多
The incorporation of additional Csp3 atoms into candidate drugs may enhance their pharmacological properties.Nevertheless,it remains challenging to construct desired Csp3-Csp3 bonds efficiently and practically.The pre...The incorporation of additional Csp3 atoms into candidate drugs may enhance their pharmacological properties.Nevertheless,it remains challenging to construct desired Csp3-Csp3 bonds efficiently and practically.The present article reports a novel Csp3-Csp3 bond-forming reaction of 2-aryl/alkyl substituted aziridines with gem-diborylalkanes under tranisiton metal free conditions.A wide range ofγ-gem-diboronate esters substituted amines can be accessed in good yield and regioselectivity.The results demonstrated that various aziridines could react with gem-diborylalkanes in the presence of LiTMP as the base within 15 min at ambient temperature.展开更多
基金The authors are grateful for the financial support provided by the National Natural Science Foundation of China(No.22001203)the startup funds from Xi'an Jiaotong University.The authors thank Dr.Lu Bai and Ms.Chao Feng from the Instrument Analysis Center of Xi'an Jiaotong University for their assistance with HRMS and NMR analysis.
文摘A novel,efficient and pragmatic method to prepare gem-diboron products with vicinal tertiary/quaternary stereocenters using LiTMP-mediated 1,6-conjugate addition of gem-diborylalkanes to para-quinone methides was described for the first time.The results showed that various gem-diboron products with vicinal tertiary and quaternary stereocenters could be formed within 15 min at ambient temperature.This simple protocol has also been applied for the efficient synthesis of the analogue of Bedaquiline.
基金financial support provided by the National Natural Science Foundation of China(No.22001203).
文摘The incorporation of additional Csp3 atoms into candidate drugs may enhance their pharmacological properties.Nevertheless,it remains challenging to construct desired Csp3-Csp3 bonds efficiently and practically.The present article reports a novel Csp3-Csp3 bond-forming reaction of 2-aryl/alkyl substituted aziridines with gem-diborylalkanes under tranisiton metal free conditions.A wide range ofγ-gem-diboronate esters substituted amines can be accessed in good yield and regioselectivity.The results demonstrated that various aziridines could react with gem-diborylalkanes in the presence of LiTMP as the base within 15 min at ambient temperature.
