Alkynylborinates in organoborane conversions

Article abstract of DOI:10.1016/00404-0399(50)1444M-

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).