Activation of enantiomerically enriched tertiary alkylboronic esters with adamantyllithium generated in situ enables stereoretentive boron-to-copper transmetalation. The resulting alkylcopper species can undergo cross-coupling reactions with an array of electrophiles to furnish synthetically useful compounds bearing quaternary stereocenters. DFT calculations of the transmetalation process provide insights for reactivity and selectivity.
Journal of the American Chemical Society. 2023 Sep 27;145(38):20755-20760. doi: 10.1021/jacs.3c07129 Q115.62025
Substrate Plasticity Enables Group-Selective Transmetalation: Catalytic Stereospecific Cross-Couplings of Tertiary Boronic Esters
底物的塑形性实现组特异性转金属化：叔硼酸酯的催化立体选择性交叉偶联反应 翻译改进
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DOI: 10.1021/jacs.3c07129 PMID: 37651751
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