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7.2.3 Ring Opening of Aliphatic Epoxides

DOI: 10.1055/sos-SD-230-00085

Pineschi, M.; Boldrini, C.Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis, (20191202.

Nonactivated epoxides are less reactive in the borylative ring-opening reaction than their vinylic or propargylic counterparts. Nonetheless, copper catalysis allows the SN2 ring opening with bis(pinacolato)diboron (2) and bis[(pinacolato)boryl]methane (43), yielding 1,2- and 1,3-hydroxyboronates, respectively, which are of synthetic importance given their possible applications.[‌11‌,‌12‌]

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References


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