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- W2953236280 endingPage "95" @default.
- W2953236280 startingPage "1786" @default.
- W2953236280 abstract "A Cu-catalyzed divergent hydroboration of thioacetylenes has been achieved, providing (Z)-1-thio- or (Z)-2-thio-1-alkenyl boronates in moderate to high yields with excellent regio- and stereoselectivity, by using pinacolborane or bis(pinacolato)diboron as the hydroborating reagents, respectively. DFT calculations indicate that the sulfur atom plays a key role in determining the regioselectivity through polarizing the C-C triple bonds and participating in the HOMO orbitals. Moreover, the SR group can serve as a good leaving group, resulting in the concise synthesis of six regio- and stereoisomers of trisubstituted alkenes 5 via the iterative cross-coupling of C-B and C-S bonds. Clearly, it will be valuable for assembling stereochemically diverse trisubstituted olefins in organic synthesis." @default.
- W2953236280 created "2019-06-27" @default.
- W2953236280 creator A5043719260 @default.
- W2953236280 creator A5062755755 @default.
- W2953236280 creator A5063599125 @default.
- W2953236280 creator A5087859956 @default.
- W2953236280 date "2014-02-21" @default.
- W2953236280 modified "2023-10-16" @default.
- W2953236280 title "Synthesis of (Z)-1-thio- and (Z)-2-thio-1-alkenyl boronates via copper-catalyzed regiodivergent hydroboration of thioacetylenes: an experimental and theoretical study." @default.
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- W2953236280 doi "https://doi.org/10.1021/jo4028402" @default.
- W2953236280 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/24494629" @default.
- W2953236280 hasPublicationYear "2014" @default.
- W2953236280 type Work @default.