STEREOCONTROLLED CONSTRUCTION OF CONDENSED GAMMA-LACTAM RING-SYSTEMS BY CATIONIC CYCLIZATIONS - REARRANGEMENT OF A GAMMA-LACTAM TO A DELTA-LACTAM

Authors
MARSON CM GRABOWSKA U WALSGROVE T EGGLESTON DS BAURES PW
Citation
Cm. Marson et al., STEREOCONTROLLED CONSTRUCTION OF CONDENSED GAMMA-LACTAM RING-SYSTEMS BY CATIONIC CYCLIZATIONS - REARRANGEMENT OF A GAMMA-LACTAM TO A DELTA-LACTAM, Journal of organic chemistry, 59(2), 1994, pp. 284-290
Citations number
52
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
2
Year of publication
1994
Pages
284 - 290
Database
ISI
SICI code
0022-3263(1994)59:2<284:SCOCGR>2.0.ZU;2-W
Abstract
A new condensation of 3-alkenamides with benzaldehyde in acidic media, notably polyphosphoric acid, leads to gamma-lactam rings with high re gio- and stereocontrol. One such gamma-lactam was shown to undergo a n ovel and stereocontrolled ring-expansion to a delta-lactam.