A novel C-C bond formation by Baylis-Hillman type reaction mediated by SmI2: an effective approach to alpha-hydroxyalkylacrylamide synthesis

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alpha-Bromoacrylamides (1) reacted with aldehydes or ketones, in the presence of SmI2 at -78 degrees C in THF, within 5 min to produce Baylis-Hillman type reaction products (2) through an anionic process using vinylsamarium Grignard species in good yields (52-89%).
Publisher
ROYAL SOC CHEMISTRY
Issue Date
2000-07
Language
English
Article Type
Article
Keywords

LIGAND-ACCELERATED CATALYSIS; SAMARIUM(II) IODIDE; CARBONYL-COMPOUNDS; ASYMMETRIC-SYNTHESIS; RATE ENHANCEMENT; VINYL RADICALS; FIRST-EXAMPLES; DIIODIDE; REAGENTS; CYCLIZATION

Citation

CHEMICAL COMMUNICATIONS, pp.2005 - 2006

ISSN
1359-7345
DOI
10.1039/b006495p
URI
http://hdl.handle.net/10203/176624
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