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An efficient synthesis of α-methylene-γ-butyrolactones from Baylis–Hillman adducts via an In-mediated Barbier reaction and stereoselective lactonization under MeSO2Cl/Et3N conditions
- Source :
- Tetrahedron Letters. 51:6568-6571
- Publication Year :
- 2010
- Publisher :
- Elsevier BV, 2010.
-
Abstract
- An efficient synthesis of trans -α-methylene-γ-butyrolactones is disclosed from syn -homoallylic alcohols via the intramolecular mesylate displacement reaction promoted by nearby ester group under the influence of MsCl/Et 3 N. syn -Homoallylic alcohols were prepared via the In-mediated Barbier reaction of the bromides of Baylis–Hillman adducts.
Details
- ISSN :
- 00404039
- Volume :
- 51
- Database :
- OpenAIRE
- Journal :
- Tetrahedron Letters
- Accession number :
- edsair.doi...........083ece43cfc770009afa445db8f60e06
- Full Text :
- https://doi.org/10.1016/j.tetlet.2010.10.077