Metal-Free Cycloetherification by in Situ Generated P-Stereogenic -Diazanium Intermediates: A Convergent Synthesis of Enantiomerically Pure Dihydrobenzooxaphospholes. Academic Article uri icon

abstract

  • A metal-free tandem reaction, initiated by the generation of a diazonium cation and followed by cycloetherification, was developed. Acid-promoted de-tert-butylation of N-nitroso N-tert-butylamine was used to generate a diazonium cation in situ, demonstrating a new application of nitroso chemistry. This reaction was employed in the synthesis of substituted benzofuran-3(2H)-ones and dihydrobenzo[d][1,3]oxaphosphole 3-oxides.

published proceedings

  • Org Lett

author list (cited authors)

  • Li, S., Han, Z. S., Viereck, P., Lee, H., Kurouski, D., Senanayake, C. H., & Tsantrizos, Y. S.

citation count

  • 4

complete list of authors

  • Li, Shi-Guang||Han, Zhengxu S||Viereck, Peter||Lee, Heewon||Kurouski, Dmitry||Senanayake, Chris H||Tsantrizos, Youla S

publication date

  • February 2017