One-Pot Construction of Aza- or Oxa-Bridged Benzocycloheptanes from Readily Available 2,3-Allenyl Malonates or 2,3-Allenols and o-Iodobenzaldehyde or Imine

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• 作者：Qiankun Li ; Xinpeng Jiang ; Chunling Fu ; Shengming Ma
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：February 4, 2011
• 年：2011
• 卷：13
• 期：3
• 页码：466-469
• 全文大小：261K
• 年卷期：v.13,no.3(February 4, 2011)
• ISSN：1523-7052

文摘

A Pd(OAc)₂-catalyzed reaction of 2,3-alkadienyl malonates or 2,3-allenols with o-iodobenzaldehyde or its N-tosyl imine occurred smoothly in MeCN at 80 掳C to form the oxa- or aza-bridged benzocycloheptane derivatives with important biological potential. With the optically active 2,3-allenols, the absolute configurations of all the three chiral centers have been conveniently established.