Studies on the Synthesis of Pentacyclo ($5,3,0,0^{2,5},06{3,9},0^{4,8})-decane-6,10-dione

Pentacyclo ($5,3,0,0^{2,5},06{3,9},0^{4,8})-decane-6,10-dione의 합성

  • Ui Chun Chong (Department of Chemistry, College of Liberal Arts and Sciences, Seoul National University) ;
  • Sae Hee Chang (Department of Chemistry, College of Liberal Arts and Sciences, Seoul National University) ;
  • K.V. Scherer, Jr. (Department of Chemistry, University of Southern California)
  • 정의준 (서울대학교 문리과대학 화학과) ;
  • 장세희 (서울대학교 자연과학대학 화학과) ;
  • Published : 1974.12.30

Abstract

Pentacyclo ($5,3,0,0^{2,5},06{3,9},0^{4,8})-decane-6,10-dione was synthesized from the cyclopentanone in good overall yield(60%). Cyclopentanone ethylene ketal(Ⅰ) was brominated with pyridinium bromide perbromide, and the brominated ketal(Ⅱ) was converted to the dimer of cyclopentadienone ethylene ketal(Ⅲ). The ethylene ketal(Ⅲ) was again converted to the dicyclopentadiene-1,8-dione(Ⅳ). Finally, the pentacyclo ($5,3,0,0^{2,5},06{3,9},0^{4,8})-decane-6,10-dione(Ⅴ) was synthesized from the dicyclopentadilene-1,8-dione(Ⅳ) by photochemical cyclization.

Keywords

References

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