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Highly Regioselective Cleavages and Iodinations of Cyclic Ethers Utilizing SmI2.

โœ Scribed by Doo Won Kwon; Yong Hae Kim; Kieseung Lee

Publisher
John Wiley and Sons
Year
2003
Weight
164 KB
Volume
34
Category
Article
ISSN
0931-7597

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a-Bromocyclicacetals, a-bromocyclicketals and a-bromocyclicthioketals, derived from cyclic and acyclic ketones and aldehydes, reacted with samarium diiodide at -78ยฐC in THF to furnish the corresponding enol ethers or thioenol ethers containing hydroxy or thiol moieties in high yields.