The use of ∝-diazo-γ-butyrolactone in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones: A facile entry into spirocyclic scaffolds

Ivan Shershnev, Dmitry V. Dar'in, Sergey S. Chuprun, Grigory P. Kantin, Olga Yu. Bakulina, Mikhail Krasavin

Research output

5 Citations (Scopus)

Abstract

The first example of the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones with a stabilized cyclic diazo compound partner is described. The approach towards spirocyclic scaffolds has been exemplified with readily available ∝-diazo-γ-butyrolactone. The reaction proved to be viable with BF 3∙OEt 2 as the preferred catalyst and displayed substantial sensitivity to the size of the cyclic ketone.

Original languageEnglish
Pages (from-to)1800-1802
Number of pages3
JournalTetrahedron Letters
Volume60
Issue number27
DOIs
Publication statusPublished - 4 Jul 2019

Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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