The flow thermolyses of 1-isobutenyl alkynyl- and 2-methylphenyl alkynyl ketones. Synthesis of methylenomycin B
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Add time:07/17/2019 Source:sciencedirect.com
The gas flow thermolyses of 1-isobutenyl alkynyl and 2-methylphenyl alkynyl ketones were found to lead to phenols and to cyclopentenones. The results are explained by a 5-ring carbene process (the known α-alkynone cyclization) and a 6-ring as well as a 5-ring addition process. The latter two (novel) processes are thought to be intramolecular “CH to CC additions” in two directions. The 5-ring addition process was used in a short (but low yield) synthesis of methylenomycin B.
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