A new method for the synthesis of unsymmetrical bis-aldols by the samarium(II) iodide-mediated aldol reaction of aldehydes with aryl or alkyl oxiranyl ketones

Authors
Mukaiyama, T Arai, H Shiina, I
Citation
T. Mukaiyama et al., A new method for the synthesis of unsymmetrical bis-aldols by the samarium(II) iodide-mediated aldol reaction of aldehydes with aryl or alkyl oxiranyl ketones, CHEM LETT, (5), 2000, pp. 580-581
Citations number
9
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY LETTERS
ISSN journal
03667022 → ACNP
Issue
5
Year of publication
2000
Pages
580 - 581
Database
ISI
SICI code
0366-7022(20000505):5<580:ANMFTS>2.0.ZU;2-B
Abstract
Unsymmetrical alkyl or aryl 2-hydroxy-1(1-hydroxyalkyl)-alkyl ketones (bis- aldols) were synthesized by the samarium(II) iodide-mediated aldol reaction of aldehydes with alkyl or aryl oxiranyl ketones. Bis-aldols were formed v ia the aldol reaction of aldehydes with samarium enolates generated by epox y-fragmentation of oxiranyl ketones using two moles of samarium(II) iodide.