A Formal [3 + 2] Alkene Addition to Benzhydrol Cations. A Practical and Mild Methodology for the Synthesis of Substituted 1‐Arylindanes and Related Compounds
摘要:
We report the single step synthesis of several 1-arylindanes in good yield via a formal [3 + 2] atom cycloaddition. The success of this formal cycloaddition relies on the Lewis acid activation of a bibenzylic alcohol in the presence of an alkene. The cation generated from the alcohol can be trapped by the alkene to afford a new benzylic cation which can then undergoes cyclization leading to 1-arylindanes with three stereogenic centres.
A Formal [3 + 2] Alkene Addition to Benzhydrol Cations. A Practical and Mild Methodology for the Synthesis of Substituted 1‐Arylindanes and Related Compounds
作者:Beatriz Lantaño、Jose M. Aguirre、Liliana Finkielsztein、Elba N. Alesso、Ernesto Brunet、Graciela Y. Moltrasio
DOI:10.1081/scc-120027710
日期:2004.12.31
We report the single step synthesis of several 1-arylindanes in good yield via a formal [3 + 2] atom cycloaddition. The success of this formal cycloaddition relies on the Lewis acid activation of a bibenzylic alcohol in the presence of an alkene. The cation generated from the alcohol can be trapped by the alkene to afford a new benzylic cation which can then undergoes cyclization leading to 1-arylindanes with three stereogenic centres.