Synthesis of 8-Hydroxy-6-protoilludene, a Probable Biosynthetic Intermediate of Humulene-Derived Sesquiterpenes Produced by Basidiomycetes

NAOKO MORISAKI; JUN FURUKAWA; HISAYOSHI KOBAYASHI; SHIGEO IWASAKI; AKIKO ITAI; SHIGEO NOZOE; SHIGENOBU OKUDA

doi:10.1248/cpb.33.2783

NAOKO MORISAKI, JUN FURUKAWA, HISAYOSHI KOBAYASHI, SHIGEO IWASAKI, AKIKO ITAI, SHIGEO NOZOE, SHIGENOBU OKUDA

Author information

Keywords: X-ray analysis

JOURNAL FREE ACCESS

1985 Volume 33 Issue 7 Pages 2783-2791

DOI https://doi.org/10.1248/cpb.33.2783

Details

Abstract

8-Hydroxy-6-protoilludene (9), a probable biosynthetic intermediate of humulene-derived sesquiterpenes, was synthesized. A synthetic intermediate, the 2, 9-cis-2, 3-anti enone 15, was found to be unstable under basic conditions and was readily isomerized to the trans-anti isomer 23.

Corresponding author

Register with J-STAGE for free!