Abstract The combination of an 'ene'reaction between a 2-(2-trialkylsilyloxyalkyl) prop-2-enyl (trimethyl) silane and an alk-1-yn-3-one mediated by zinc (II) iodide, and an intramolecular oxy-Michael reaction, provides an efficient synthesis of cis-2, 6-disubstituted 4- methylenetetrahydropyrans of interest in the context of a synthesis of bryostatins. The stereoselective formation of (E)-vinylsilanes in the 'ene'reaction is of interest.
[Smith, Janice Gorzynski; Drozda, Susan E.; Petraglia, Susan P.; Quinn, Nina R.; Rice, Elizabeth M.; et al. Journal of Organic Chemistry, 1984 , vol. 49, # 22 p. 4112 - 4120]
