161040-01-3Relevant 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).
5 - And 6 - membered ring compounds from (E)-β-iodo(vinyl)sulfones
Short, Kevin M.,Ziegler Jr., Carl B.
, p. 355 - 356 (2007/10/02)
Appropriately functionalized alkynes are converted to (E)-β-iodo(vinyl)sulfones which, in turn, furnish cyclic products on treatment with base.
