Synthetic studies on bicyclomycin I synthesis of 1-allyl and benzoyl-8,10-dimethyl-6-methoxy-5-methylene-8,10-diaza-2-oxabicyclo[4.2.2]Decane-7,9-dione,which have the bicyclo ring system found in antibiotic bicyclomycin |
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Authors: | Shin-ichi Nakatsuka Kumi Yoshida Toshio Goto |
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Institution: | Laboratory of Organic Chemistry, Faculty of Agriculture Nagoya University, Ghikusa, Nagoya 464, Japan |
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Abstract: | Regiospecific cyclization of the alcohol into the bicyclo 4.2.2] compound was achieved via selective activation of the secondary methoxy group and subsequent acid treatment. A side-chain was introduced at the bridge-head position, thus making up the bicyclomycin skeleton. |
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