The lack of mode for chirality recognition makes it particularly challenging to carry out asymmetric transformations on E/Z-mixed minimally functionalized trisubstituted alkenes. Here, we report a catalytic enantioconvergent hydroboration of minimally functionalized trisubstituted E/Z-mixed alkenes to construct chiral organoboronic esters with excellent enantioselectivity using chiral radical cobalt catalyst. This C(sp3)-H borylation protocol showed good functional group tolerance and products could be converted to valuable compounds via C-B derivatizations. The mechanistic studies, which included control experiments, nonlinear effect experiments, deuterated labeling experiments, and X-ray diffraction, demonstrated that the favorable compatibility between the thermodynamically unfavorable isomerization and hydroboration was the key factor in achieving convergent transformation.
Journal of the American Chemical Society. 2024 Jul 12. doi: 10.1021/jacs.4c06585 Q115.62025
Enantioconvergent Hydroboration of E/ Z-Mixed Trisubstituted Alkenes
E/Z-混杂三取代烯烃的对映汇聚氢硼化反应 翻译改进
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DOI: 10.1021/jacs.4c06585 PMID: 38994866
摘要 Ai翻译
Keywords：trisubstituted alkenes
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