Asymmetric construction of all-carbon quaternary stereocenters by chiral-auxiliary-mediated Claisen rearrangement and total synthesis of (+)-bakuchiol.

نویسندگان

  • Ken-ichi Takao
  • Shu Sakamoto
  • Marianne Ayaka Touati
  • Yusuke Kusakawa
  • Kin-ichi Tadano
چکیده

An asymmetric Claisen rearrangement using Oppolzer’s camphorsultam was developed. Under thermal conditions, a geraniol-derived substrate underwent the rearrangement with good stereoselectivity. The absolute configuration of the newly formed all-carbon quaternary stereocenter was confirmed by the total synthesis of (+)-bakuchiol from the rearrangement product.

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عنوان ژورنال:
  • Molecules

دوره 17 11  شماره 

صفحات  -

تاریخ انتشار 2012