Synthetic studies of carzinophilin. Part 1: Synthesis of 2-methylidene-1-azabicyclo[3.1.0]hexane systems related to carzinophilin

Autor: Miyoko Matsumoto, Shiro Terashima, Masaru Hashimoto
Rok vydání: 2003
Předmět:
Zdroj: Tetrahedron. 59:3019-3040
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(03)00377-6
Popis: Synthesis of the model compounds of carzinophilin carrying 2-methylidene-1-aza-bicyclo[3.1.0]hexane systems was achieved. Formation of malonylidenes or N-acyl-glycinylidenepyrrolidines was carried out by utilizing Eschenmoser's sulfide contraction or Herdeis's condensation between the 2-methylthio-Δ1-pyrrolone derivatives and ethyl nitroacetate, respectively. The 1-azabicyclo-[3.1.0]hexane systems were constructed by base-promoted aziridine formation.
Databáze: OpenAIRE