Synthesis of (S)-( )-Pinanediol-1-chloro-3-methylbutyl-1-boronate
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    Abstract:

    (S)-( )-Pinanediol-1-chloro-3-methylbutyl-1-boronate, was synthesi zed from 2-methylpropylboronic acid by a two-step way including esterification and homologation with an overall yield of about 87.3%. Single-factor experiments were conducted to optimize the reaction condition. ( )-Pinanediol-2-methylpropyl-1- boronate was synthesized in n-hexane under reflux temperature,for 3h in 98.3% yield. (S)-( )-Pinanediol-1-chloro-3-methylbutyl-1-boronate was prepared in 88.8% yield under the condition of -78℃, n(( )-Pinanediol-2-methylpropyl-1-boronate):n(LDA): n(ZnCl2)=1:2:1.7 in 3h. GC/MS, 1HNMR are properly used for the characterization of the structures of the product.

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History
  • Received:August 10,2011
  • Revised:October 20,2011
  • Adopted:November 01,2011
  • Online: November 15,2011
  • Published:
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