Facile synthesis of enol ethers by cleavage of alpha-bromoacetals and alpha-bromoketals mediated by SmI2
alpha -Bromocyclicacetals, alpha -bromocyclicketals and alpha -bromocyclicthioketals, derived from cyclic and acyclic ketones and aldehydes, reacted with samarium diiodide at -78 degreesC in THF to furnish the corresponding enol ethers or thioenol ethers containing hydroxy or thiol moieties in high yields. (C) 2001 Published by Elsevier Science Ltd.
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Issue Date
- 2001-05
- Language
- English
- Article Type
- Article
- Keywords
VINYL ETHERS; SAMARIUM(II) IODIDE; CYCLOPROPYL KETONES; ORGANIC-SYNTHESIS; LANTHANIDES; REDUCTION; ALCOHOLS; DIIODIDE; EPOXIDES; HALIDES
- Citation
TETRAHEDRON LETTERS, v.42, no.22, pp.3729 - 3732
- ISSN
- 0040-4039
- Appears in Collection
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