32405-37-1Relevant articles and documents
Palladium(0)-catalyzed cyclization-carbonylation of 2,7-octadienyl acetate and homologues
Terakado, Masahiko,Murai, Kouya,Miyazawa, Masahiro,Yamamoto, Keiji
, p. 5705 - 5718 (2007/10/02)
The palladium(0)-catalyzed carbonylations, in acetic acid as a necessary solvent, of 2,7-octadienyl acetate and homologues via π-allylpalladium species were preceded by their intramolecular olefin insertion to form mixtures of cis/trans-2-vinylcyclopentylacetyl- and cis/trans-cyclohexylacetylpalladium intermediates, which undergo further the intramolecular (5-exo) Heck reaction to give bicyclo-[3.3.0] and [4.3.0] skeletons, respectively, except for one case affording trans-2-vinylcyclopentylacetic acid as a major product.
CYCLIC α,β-EPOXYSILANES ACID-CATALYSED REACTIONS OF 1-TRIMETHYLSILYLCYCLOOCTENE OXIDE
Nagendrappa, Gopalpur
, p. 2429 - 2434 (2007/10/02)
The acid-catalysed reactions of medium ring α,β-epoxysilane 1 are described.The epoxide 1 gives exclusively the bicyclic alcohol 2 with boron trifluoride etherate.With aqueous sulphuric acid the products are due to both transannular ring closure, 2, and transannular hydride migration, 3 and 4. trans-Cyclooctene derivatives 3 and 4 are formed by the trans-elimination of trimethylsilanol from the likely intermediate β-hydroxysilanes 10 and 11.The results with methanolic sulphuric acid are similar.It is also noticed that the hydride migration is facilitated by the nucleophilic strength of the medium.