Bulletin of the Korean Chemical Society

  • 제17권10호
  • /
  • Pages.892-899
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  • 1996
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Thexylalkoxyborane as Hydroborating Agent for Alkenes and Alkynes

  • 발행 : 1996.10.20
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초록

In order to elucidate the effect of alkoxy substituent in thexylborane and hence establish their usefulness as hydroborating agent, reactions of alkenes and alkynes with thexylalkoxyborane (ThxBHOR; R=Et, i-Pr, i-Bu, sec-Bu, t-Bu, Ph) were investigated in detail. The reagents readily hydroborated alkenes and alkynes of various structural types at 25 ℃ in excellent regioselectivity. The selectivity increases consistently with increasing steric size of alkoxy substituent. Especially, the selectivity achieved by the sec-butoxy derivative is comparable to that previously achieved by thexylhaloborane-methyl sulfide (ThxBHX·SMe2), the most selective hydroborating agent known.

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참고문헌

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