@article{LiuMingZhangetal.2019,
  author    = {Liu, Xiaocui and Ming, Wenbo and Zhang, Yixiao and Friedrich, Alexandra and Marder, Todd B.},
  title     = {Copper-Catalyzed Triboration: Straightforward, Atom-Economical Synthesis of 1,1,1-Triborylalkanes from Terminal Alkynes and HBpin},
  series = {Angewandte Chemie International Edition},
  volume    = {58},
  journal   = {Angewandte Chemie International Edition},
  number    = {52},
  doi       = {10.1002/anie.201909376},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-206185},
  pages     = {18923-18927},
  year      = {2019},
  abstract  = {A convenient and efficient one-step synthesis of 1,1,1-triborylalkanes was achieved via sequential dehydrogenative borylation and double hydroborations of terminal alkynes with HBpin (HBpin=pinacolborane) catalyzed by inexpensive and readily available Cu(OAc)\(_2\). This process proceeds under mild conditions, furnishing 1,1,1-tris(boronates) with wide substrate scope, excellent selectivity, and good functional-group tolerance, and is applicable to gram-scale synthesis without loss of yield. The 1,1,1-triborylalkanes can be used in the preparation of α-vinylboronates and borylated cyclic compounds, which are valuable but previously rare compounds. Different alkyl groups can be introduced stepwise via base-mediated deborylative alkylation to produce racemic tertiary alkyl boronates, which can be readily transformed into useful tertiary alcohols.},
  language  = {en}
}