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Communication | Special issue | Vol 33, No. 2, 1992, pp.549-552
Published online, 1st January, 1970
DOI: 10.3987/COM-91-S99
An Enantioselective Synthesis of (R)- and (S)-4,5-Dimethyl-4-hexanolides —— Key Intermediates for 2,3-Dihydro-2-isopropyl-2,5-dimethylfuran, a Sex Specific Compounds in Females of the Beetle Hylecoetus dermestoides L.

Hideo Nemoto, Hiroki Ishibashi, and Keiichiro Fukumoto*

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

Both the enantiomers, (R)- and (S)-4,5-dimethyl-4-hexanolides (11), were synthesized via tandem asymmetric epoxidation and enantiospecific 1,2-rearrangement of cyclopropylideneethanol (7) as a key reaction.