Total synthesis of incarviditone and incarvilleatone.

نویسندگان

  • Patrick D Brown
  • Anthony C Willis
  • Michael S Sherburn
  • Andrew L Lawrence
چکیده

The total synthesis of the racemic natural products (±)-incarviditone and (±)-incarvilleatone has been accomplished in three steps via biomimetic dimerization of (±)-rengyolone. Homochiral dimerization of (±)-rengyolone affords (±)-incarviditone through a domino oxa-Michael/Michael sequence. Heterochiral dimerization, involving a domino oxa-Michael/Michael/aldol reaction sequence, affords (±)-incarvilleatone. Single-crystal X-ray analysis of a derivative of (±)-incarviditone has resulted in revision of the originally proposed structure.

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عنوان ژورنال:
  • Organic letters

دوره 14 17  شماره 

صفحات  -

تاریخ انتشار 2012