Highly demanding cross-metathesis in the synthesis of the C16-C30 fragment of dolabelide C.

Abstract

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.

DOI: 10.1021/jo200466t

Cite this paper

@article{Braun2011HighlyDC, title={Highly demanding cross-metathesis in the synthesis of the C16-C30 fragment of dolabelide C.}, author={Marie-Gabrielle Braun and Aur{\'e}lie Vincent and Mehdi Boumediene and Jo{\"{e}lle Prunet}, journal={The Journal of organic chemistry}, year={2011}, volume={76 12}, pages={4921-9} }