Working Paper
Authors
- Yang Gao Scripps Research Institute ,
- Nana Kim Scripps Research Institute ,
- Sima Yazdani University of California, San Diego & San Diego State University ,
- Mingyu Liu Scripps Research Institute ,
- Aaron Kendrick Scripps Research Institute ,
- Douglas Grotjahn San Diego State University ,
- Guy Bertrand University of California, San Diego ,
- Rodolphe Jazzar University of California, San Diego ,
- Keary Engle
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Scripps Research Institute
Abstract
Cyclic(alkyl)(amino)carbene (CAAC) ligands are found to perturb regioselectivity of the copper-catalyzed carboboration of terminal alkynes, favoring the less commonly observed internal alkenylboron regiosomer through an α-selective borylcupration step. A variety of carbon electrophiles participate in the reaction, including allyl alcohols derivatives and alkyl halides. The method provides a straightforward and selective route to versatile tri-substituted alkenylboron compounds that are otherwise challenging to access.
Content
Supplementary material
Supporting Information
experimental procedures, characterization data for new compounds, copies of NMR spectra
NMR Data
NMR data in MNova format
