A novel synthesis of gamma-lactones by tandem epoxide opening-cyclization reaction mediated by samarium(II) diiodide
Various epoxy esters readily reacted with SMI(2) (2 equiv) in the presence of ethyl bromoacetate (1 equiv) and HMPA (6 equiv) under mild conditions (THF, -78 degrees C, 2 h, Ar) providing the corresponding gamma-lactones via tandem epoxide opening-cyclization reaction in good to excellent yields. (c) 2008 Elsevier Ltd. All rights reserved.
- Publisher
- Pergamon-Elsevier Science Ltd
- Issue Date
- 2008-03
- Language
- English
- Article Type
- Article
- Keywords
ORGANIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; BUTYROLACTONES; ACID; DERIVATIVES; ALKYNOLS; ESTERS; SMI2
- Citation
TETRAHEDRON LETTERS, v.49, no.10, pp.1616 - 1618
- ISSN
- 0040-4039
- Appears in Collection
- Files in This Item
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