Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride

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초록

Here we developed a highly efficient alkene hydroboration protocol, showing that various alkyl boronates can be smoothly obtained in good yields by reacting alkenes with pinacolborane (HBpin) in the presence of 5 mol% lithium diisobutyl-tert-butoxyaluminum hydride. The coordination of aluminate ions with lithium cations allowed for effective hydride transfer during hydroboration, and the obtained boronate ester was further used for C-C coupling, trifluoroboronate salt formation, and oxidation to alcohol.

키워드

CROSS-COUPLING REACTIONS; SELECTIVE HYDROBORATION; ASYMMETRIC HYDROBORATION; ALUMINUM-HYDRIDE; TERMINAL ALKYNES; HYDROSILYLATION; CONVERSION; OLEFINS; ORGANOBORANES; SECONDARY
제목
Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride
저자
Jaladi, Ashok Kumar; Shin, Won Kyu; An, Duk Keun
DOI
10.1039/c9ra04699b
발행일
2019-08-22
유형
Article
저널명
RSC Advances
권
9
호
45
페이지
26483 ~ 26486