Journal
TETRAHEDRON LETTERS
Volume 43, Issue 48, Pages 8643-8646Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)02159-7
Keywords
higher-order cycloaddition; Lewis acid; tropone; catalysis; ingenol
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A facile entry into the ingenane core using a Lewis acid-catalyzed intramolecular [6+4] cycloaddition has been developed. Ti(IV)- and Fe(III)-based Lewis acids were found to mediate the higher order cycloaddition in good to excellent yield at room temperature. Chiral Ti(IV) Lewis acids were found to induce modest asymmetry in the resultant [6+4] cycloadducts. (C) 2002 Elsevier Science Ltd. All rights reserved.
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