Tandem RCM-Claisen rearrangement-[2+2] cycloaddition of O,O'-(but-2-en-1,4-diyl)-bridged binaphthols.

نویسندگان

  • Michael Abraham
  • Wolfgang Reischl
  • Karl A Kirchner
  • Alexander Roller
  • Luis F Veiros
  • Michael Widhalm
چکیده

Attempted RCM of 2,2'-bis(allyloxy)-1,1'-binaphthyl resulted in a Claisen-type rearrangement of a postulated labile dioxacyclodecine proceeding at room temperature and followed by [2+2] cycloaddition. Structures of products were confirmed by X-ray crystallography. A mechanistic rationalisation based on relative stabilities of proposed intermediates and transition states is provided.

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عنوان ژورنال:
  • Molecules

دوره 17 12  شماره 

صفحات  -

تاریخ انتشار 2012