930278-62-9Relevant academic research and scientific papers
Organocatalytic Synthesis of α-Trifluoromethyl Allylboronic Acids by Enantioselective 1,2-Borotropic Migration
Jonker, Sybrand J. T.,Jayarajan, Ramasamy,Kireilis, Tautvydas,Deliaval, Marie,Eriksson, Lars,Szabó, Kálmán J.
supporting information, p. 21254 - 21259 (2020/12/21)
Chiral α-substituted allylboronic acids were synthesized by asymmetric homologation of alkenylboronic acids using CF3/TMS-diazomethanes in the presence of BINOL catalyst and ethanol. The chiral α-substituted allylboronic acids were reacted with aldehydes or oxidized to alcohols in situ with a high degree of chirality transfer. The oxygen-sensitive allylboronic acids can be purified via their isolated diaminonaphthalene (DanH)-protected derivatives. The highly reactive purified allylboronic acids reacted in a self-catalyzed reaction at room temperature with ketones, imines, and indoles to give congested trifluoromethylated homoallylic alcohols/amines with up to three contiguous stereocenters.
Arylation and vinylation of α-diazocarbonyl compounds with boroxines
Peng, Cheng,Zhang, Wei,Yan, Guobing,Wang, Jianbo
supporting information; experimental part, p. 1667 - 1670 (2009/08/07)
An alternative approach for α-arylation and α-vinylation of carbonyl compounds is described: reaction between aryl-or vinylboroxines with α-diazocarbonyl compounds leads to the formation of α-arylated or α-vinylated carbonyl compounds under mild conditions.
