Stephen Philip Fearnley1, Charnsak Thongsornkleeb. 1. Department of Chemistry, The City University of New York - The Graduate Center & York College, 94-20 Guy R. Brewer Boulevard, Jamaica, New York, 11451, USA. fearnley@york.cuny.edu
Abstract
Intramolecular Diels-Alder cycloaddition of N-substituted oxazolone triene I allows direct entry to the functionalized octahydroquinoline II. Further manipulation of this framework by stereo- and regioselective introduction of the 5-methyl substituent, followed by excision of the carbamate, yields (+/-)-2-epi-pumiliotoxin C.
Intramolecular Diels-Alder cycloaddition of N-substituted oxazolone triene I allows direct entry to the functionalized n class="Chemical">octahydroquinoline II. Further manipulation of this framework by stereo- and regioselective introduction of the 5-methyl substituent, followed by excision of the carbamate, yields (+/-)-2-epi-pumiliotoxin C.
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