Macrocyclic polyenynes: a stereoselective route to vinyl-ether-containing skipped diene systems.

Abstract

The stereoselective synthesis of a challenging macrocyclic polyene scaffold, containing a sensitive vinyl ether motif, has been accomplished using O,C-dilithiation/selective C-alkylation, Pd-catalysed etherification and Wittig reactions as key steps. An end-game macrocyclisation strategy employed a regio- and stereoselective Stille cross-coupling using Pd(Br)(N-Succ)(AsPh3)2 (AsCat) as the precatalyst.

DOI: 10.1039/c5cc02091c

Cite this paper

@article{Ronson2015MacrocyclicPA, title={Macrocyclic polyenynes: a stereoselective route to vinyl-ether-containing skipped diene systems.}, author={Thomas O Ronson and Martin H H Voelkel and Richard J. Taylor and Ian J S Fairlamb}, journal={Chemical communications}, year={2015}, volume={51 38}, pages={8034-6} }