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Tandem Diels−Alder/Fragmentation Approach to the Synthesis of Eleutherobin

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journal contribution
posted on 19.04.2003, 00:00 by Jeffrey D. Winkler, Kevin J. Quinn, Colin H. MacKinnon, Steven D. Hiscock, Emily C. McLaughlin
A synthesis of 28, the carbon framework of the eleutherobin aglycone, is reported in a 15-step sequence from readily available starting materials. The tandem Diels−Alder reaction of 6 and 7 to produce 18, in which three new rings and six new stereocenters are formed, is a key step in the reaction sequence.

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