TY  - JOUR
A1  - Liu, Xiaocui
A1  - Ming, Wenbo
A1  - Zhang, Yixiao
A1  - Friedrich, Alexandra
A1  - Marder, Todd  B.
T1  - Copper-Catalyzed Triboration: Straightforward, Atom-Economical Synthesis of 1,1,1-Triborylalkanes from Terminal Alkynes and HBpin
T2  - Angewandte Chemie International Edition
N2  - 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.
KW  - boronic acid
KW  - cross-coupling
KW  - dehydrogenaticve borylation
KW  - gem-bisboronates
KW  - hydroboration
Y1  - 2019
UR  - https://opus.bibliothek.uni-wuerzburg.de/frontdoor/index/index/docId/20618
UR  - https://nbn-resolving.org/urn:nbn:de:bvb:20-opus-206185
VL  - 58
IS  - 52
ER  -