DIASTEREOSELECTIVE MICHAEL ADDITION OF NITROMETHANE TO ENOATES DERIVED FROM (R)-GLYCERALDEHYDE ACETONIDE

Authors
PATROCINIO VL COSTA PRR CORREIA CRD
Citation
Vl. Patrocinio et al., DIASTEREOSELECTIVE MICHAEL ADDITION OF NITROMETHANE TO ENOATES DERIVED FROM (R)-GLYCERALDEHYDE ACETONIDE, Synthesis, (5), 1994, pp. 474-476
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
5
Year of publication
1994
Pages
474 - 476
Database
ISI
SICI code
0039-7881(1994):5<474:DMAONT>2.0.ZU;2-Y
Abstract
The Michael addition of nitromethane to enoates derived from glycerald ehyde acetonide leads to syn-adducts 3 with high diastereoselectivity (de 76-90%). The stereochemistry of the new stereogenic center was det ermined by transforming the Michael adduct 3b into lactone 6a.