NHC-Copper-Catalyzed Tandem Hydrocupration and Allylation of Alkenyl Boronates
Won Jun Jang, Jung Tae Han, Jaesook Yun*
*Department of Chemistry and Institute of Basic Science,
Sungkyunkwan University, Suwon 16419, Korea, Email:
jaesook
skku.edu
W. J. Jang, J. T. Han, J. Yun, Synthesis, 2017, 49, 4753-4758.
DOI: 10.1055/s-0036-1588811
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Abstract
In the presence of IMes-Cu catalyst, a tandem hydrocupration/allylation of alkenyl boronates with allyl phosphate efficiently proceeds in the presence of a hydrosilane via in situ generated Β-α-copper intermediates. Mono- and disubstituted alkenyl boronates were effective in the reaction with terminal allyl phosphates, but trisubstituted substrates showed limited reactivity.
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Asymmetric Synthesis of Borylalkanes via Copper-Catalyzed Enantioselective Hydroallylation
J. T. Han, W. J. Jang, N. Kim, J. Yun, J. Am. Chem. Soc., 2016, 138, 15146-15149.
Key Words
allylic substitution, copper, homoallylic boronates, hydrocupration, N-heterocyclic carbenes, tandem reaction, PMHS
ID: J66-Y2017
