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Communication | Regular issue | Vol 43, No. 3, 1996, pp.523-526
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7349
■ Isolation of New TC Conformational Humulene 2,3; 6,7-Diepoxide

Kiyoharu Hayano,* Takao Shinjo, and Katsura Mochizuki

*Chemistry Laboratory, Hokkaido College of Education, Ainosato, Sapporo 002, Japan

Abstract

The epoxidation of (2E,9E)-6,7-epoxy-3,7,11,11-tetramethylcycloundeca-2,9-diene (1) with m-CPBA gave a new TC and known CT diepoxides, (9E)-(2R*,3R*,6R*,7R*)-2,3;6,7-diepoxy-3,7,11,11-tetramethylcycloundec-9-ene (3) and (9E)-(2S*,3S*,6R*,7R*)-2,3;6,7-diepoxy-3,7,11,11-tetramethylcycloundec-9-ene (2), respectively, in the ratio of 2:3=91.5:8.5. The conformation of 3 was determined by X-ray crystallography (C15H24O2: monoclinic space group P21/n with a=13.735(4) Å, b=15.910(3) Å, c=6.553(2) Å, β=100.90(2)°, Z=4).