Journal of the Chemical Society. Chemical communications p. 1598 - 1599 (1991)
Update date:2022-07-29
Topics:
Hirota, Hiroshi
Kakita, Shingo
Hirota, Akira
Nakagawa, Masahira
Treatment of the epoxide 3 which is derived from a sesquiterpene antitumor antibiotic, terrecyclic acid A 1, with BF3*OEt2 in benzene, affords a skeletally rearranged ether 6 as the sole product; its structure was deduced from spectroscopic data including, 2D NMR data, to be <1S,2S,4R,7R,10S,13R>-2-hydroxy-11,11-dimethyl-5-oxatetracyclo<5.5.1.04,13.010,13>tridecan-1-ylmethanol.
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