Synthesis of alkylboranes
An efficient method of constructing 4-benzyl piperidines and related substances is described. This protocol tolerates a wide variation in both reaction partners and allows the concise formation of a variety of building blocks.
S. Vice, T. Bara, A. Bauer, C. A. Evans, J. Fort, H. Josien, S. McCombie, M. Miller, D. Nazzareno, A. Palani, J. Tagat, J. Org. Chem, 2001, 66, 2487-2492.
An iridium-catalyzed B-H bond insertion reaction between borane adducts and sulfoxonium ylides as readily available and safe substrates provides α-boryl carbonyls. Sulfonium salts and sulfonium ylides could also be amenable to the reaction.
J. Li, H. He, M. Huang, Y. Chen, Y. Luo, K. Yan, Q. Wang, Org. Lett., 2019, 21, 9005-9008.