Vinyloxyboranes as synthetic intermediates

Editorial: Forty Years and Counting

“…[1] In a similar manner to a slightly earlier study on boron-mediated aldol reactions, [2] they demonstrated that with the help of the Lewis acid titanium(IV) chloride, it is possible to control the aldol reaction to selectively obtain the cross-addition product of silyl enol ethers with aldehydes or ketones (Scheme 1). Simple though this reaction sounds, key questions of selectivity were solved and the aldol reaction was transformed from something in which some of the desired product could usually be fished out from among the condensation products into a directed, controllable reaction.…”

Tin-Free Radical Reactions Mediated by Organoboron Compounds

“…The formation of the intermediate boron enolate was confirmed by 1 H NMR spectroscopy [66,67]. The role of water present in the system is to hydrolyze the boron enolate and to prevent its degradation by undesired freeradical processes.…”

Lewis‐Base‐Katalyse der gerichteten Mukaiyama‐Aldolreaktion: 40 Jahre Inspiration und Fortschritt

“…[49] In gleicher Weise, wie Mukaiyamas ursprüngliche Entdeckung der Lewis-Säure-katalysierten Aldolreaktion von Enoxysilanen neue Mçglichkeiten auf dem Gebiet der LewisSäure-Katalyse erçffnete, fanden auch seine Arbeiten über anionische Lewis-Basen später Anwendung in vielen Kohlenstoff-Kohlenstoff-Bindungsbildungsprozessen. Beispiele für n-s*-Katalysen mit Lewis-Basen umfassen Mannich-, [50] Michael-, [51] Strecker- [52] und Diels-Alder-Reaktionen [53] sowie [2,3]-Wittig-Umlagerungen, [54] Cyanomethylierungen, [55] Dithianadditionen [56] und Perfluoralkylierungen. [57] 8.…”