Aldol-type condensation reactions of lithium eneselenolates generated fromselenoamides with aldehydes

Authors
Murai, T Suzuki, A Kato, S
Citation
T. Murai et al., Aldol-type condensation reactions of lithium eneselenolates generated fromselenoamides with aldehydes, J CHEM S P1, (20), 2001, pp. 2711-2716
Citations number
36
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14727781 → ACNP
Issue
20
Year of publication
2001
Pages
2711 - 2716
Database
ISI
SICI code
1472-7781(20011021):20<2711:ACROLE>2.0.ZU;2-5
Abstract
Aldol-type condensation reactions of alpha -monosubstituted selenoamides wi th a variety of aldehydes are examined to furnish beta -hydroxy selenoamide s in good to high yields. The use of selenoamides derived from dibenzylamin e exhibits high stereoselectivity. As for the reaction with aliphatic aldeh ydes selenoamides show better yields and selectivity compared with ordinary amides. Conversion of the resulting beta -hydroxy selenoamides to 1,3-amin o alcohols is also described.