
Journal of Organic Chemistry p. 4921 - 4929 (2011)
Update date:2022-07-29
Topics:
Braun, Marie-Gabrielle
Vincent, Aurelie
Boumediene, Mehdi
Prunet, Joelle
A highly demanding cross-metathesis (CM) reaction for the formation of the C24-C25 trisubstituted olefin of dolabelide C has been optimized. A difference in reactivity between the E and Z enone isomers in this reaction was uncovered, and the selection of the Z isomer of the starting enone was critical for the success of the cross-metathesis. Application to the synthesis of the C16-C30 fragment of dolabelide C is reported.
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