74480-98-1Relevant academic research and scientific papers
Cyclic enol ether synthesis via arenesulfonyl iodide additions to alkynols
Edwards, Gavin L.,Muldoon, Craig A.,Sinclair, David J.
, p. 7779 - 7788 (2007/10/03)
The reaction of arenesulfonyl iodides with alkynols generally provides adducts in good yields. Treatment of these adducts with KN(SiMc3)2 gives enol ethers; cyclisation of the functionalised pentenol (5) results in formation of the exo-alkylidene tetrahydrofuran (7), whereas the homologous hexenol (6) gives the dihydropyran (8). Attempts to cyclise the hexenol (6) with potassium t-butoxide under the conditions reported by Short and Ziegler generally gave the endocyclic ether (8).
Reaction between 1,1-Dithioalkyl Phenyl Sulphones and ω-Bromoesters. Synthesis of Cyclic Vinyl Ethers
Mussatto, Maria Cristina,Savoia, Diego,Trombini, Claudio,Umani-Ronchi, Achille
, p. 260 - 263 (2007/10/02)
The reaction between 1,1-dithioalkyl phenyl sulphones (11) and ethyl 4-bromobutyrate affords tetrahydro-2-furylidene derivatives (13) together with minor amounts of the cyclopropyl ketones (15).A mixture of the cyclohexanone and dihydropyran derivatives (17) and (18), respectively, is obtained by the reaction of (11) with ethyl 5-bromovalerate.Treatment of the ω-bromo-β-ketosulphone (19) with various basic reagents also gives a mixture of (17) and (18).
