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Communication | Special issue | Vol 30, No. 1, 1990, pp.341-345
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S63
Stereoselective Epoxydation of 1-Iridene Derivatives. Total Syntheses of Methyl Chokolate A and Matatabiether

Nobuo Kato,* Masashi Kamitamari, Shoji Naganuma, Hiroaki Arita, and Hitoshi Takeshita*

*Instituete of Advanced Material Study, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan


Sharpless oxidation of 1-iridenes stereoselectively afforded trans-epoxy derivatives. As expected, the selectivity was inversed to give cis-epoxy derivatives when 1-iriden-9-ols were similarly treated. The trans- and cis-epoxy derivatives, thus obtained, were converted into optically active methyl chokolate A and matatabiether, respectively.