Tetrahedron Letters p. 6847 - 6850 (1995)
Update date:2022-08-11
Topics:
Soderquist
Soderquist, John A.
Rane
Rane, Anil M.
Matos
Matos, Karl
Ramos
Ramos, Jorge
10-Methoxy-9-oxa-10-bora[3.3.2]decane (1), easily prepared from the oxidation of B-MeO-9-BBN with trimethylamine N-oxide (TMANO), is readily converted to alkynylborinate complexes (2) with its reaction with representative lithium acetylides. These complexes serve as efficient alkynylating agents in the Suzuki-Miyaura coupling and their demethoxylation furnishes stable alkynylboranes (3) which also provide a convenient new entry to cis-vinylboranes (5).
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