Concepedia

Synthesis of 5,5-Dimethyl-4-acetoxy-2-cyclopentenone and 5-Methyl-<i>t</i>-5-acetoxymethyl-<i>r</i>-4-acetoxy-2-cyclopentenone Intermediates for Illudin M and S

Takeshi Matsumoto, Haruhisa Shirahama, Akitami Ichihara, Hyonsobb Shin, S. KAGAWA, Fujio Sakan, Shuji Nishida, Sōjiro Matsumoto, Kenichi Saito, Hisanobu Hashimoto

Bulletin of the Chemical Society of Japan · 1972 · 11 citations · 7 references

DOI

Concepts

Abstract

Abstract 5,5-Dimethyl-4-acetoxy-2-cyclopentenone and 5-methyl-t-5-acetoxymethyl-r-4-acetoxy-2-cyclopentenone, intermediates for illudin M and S respectively, have been synthesized from ethyl adipate.

References

7

Fungal Metabolites. The Structures of the Novel Sesquiterpenoids Illudin-S and -M

Trevor C. McMorris, Marjorie Anchel · Journal of the American Chemical Society · 1965 · 170 citations

, , +15

The Chemistry of Carbanions. X. The Selective Alkylation of Unsymmetrical Ketones<sup>1</sup>

Herbert O. House, Barry M. Trost · The Journal of Organic Chemistry · 1965 · 110 citations

, , +8

Cedrol: Stereochemistry and Total Synthesis

Gilbert Stork, Frank H. Clarke · Journal of the American Chemical Society · 1961 · 94 citations

, , +5

Illudin s (lampterol)

Kazuki Nakanishi, Masatoshi Ohashi, Masaru Tada et al. · Tetrahedron · 1965 · 75 citations

Selective reductions. XIII. Reaction of 2-cyclopentenones with representative complex hydrides. Aluminum hydride as a selective reagent for the reduction of the carbonyl group in 2-cyclopentenones

Herbert C. Brown, Henry M. Hess · The Journal of Organic Chemistry · 1969 · 68 citations

, , +11