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bulky borane and internal alkyne?

Discussion in 'DAT Discussions' started by JustwantDDS, Aug 9, 2011.

  1. JustwantDDS

    JustwantDDS DrAMG
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    (Sia)2 BH THF/ H2O2, OH- w/a terminal alkyne this makes an aldehyde

    can this happen with an internal alkyne?
     
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  3. PooyaH

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    Yezzur, you'd get a ketone with internal alkynes. However know this: internal alkynes always give 2 products.
     
  4. PooyaH

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    Actually I don't think it's (Sia)2 BH THF/ H2O2, OH- that does it. Don't take my word for it, but I think BH3/H2O2 OH- will give you a ketone with an internal alkyne not (Sia)2 BH THF/ H2O2, OH-.
     

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