Journal
TETRAHEDRON LETTERS
Volume 100, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2022.153889
Keywords
Alkene difunctionalization; Regioselectivity; Nickel catalysis; Chain-walking; Alkyl boronates
Categories
Funding
- National Natural Science Foundation of China [22122107]
- Fundamental Research Funds for Central Universities [2042021kf0190]
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We report a comparatively under-researched migratory difunctionalization of alkenes, which is a nickel-catalyzed, divergent, solvent-controlled 1,1- or 1,3-regioselective benzylboration of allylbenzenes. This reaction provides efficient access to primary and secondary alkyl boronates with good regioselectivity and wide functional group tolerance.
While 1,2-regioselective difunctionalizations of alkenes are well developed, their migratory difunctionalization of alkenes remains comparatively under-researched. Herein, we report a nickel-catalyzed, divergent, solvent-controlled 1,1- or 1,3-regioselective benzylboration of allylbenzenes, that provides efficient access to primary and secondary alkyl boronates. The mild reaction conditions of these transformations allow good regioselectivity and wide functional group tolerance. (C) 2022 Elsevier Ltd. All rights reserved.
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