Relevance of Conformational Constraints to the Regioselective Lithiation of Aromatic Diethers. Application to the Convenient Construction of the DEF Tricyclic Subunit of the Austalides

Article abstract of DOI:10.1021/jo00087a018

The lithiation of 29 and 30 is shown to occur at all three sites with a dissimilar kinetic preference.For the dihydrofuran, reaction at the proton labeled H_β' operates predominantly; in the dihydropyran example, H_α is the favored sit