The synthesis of new thiazines is described. Their structural determination and their spectroscopic parameters are examined. The [2 + 2] cyclocondensation of these thiazines with ketenes is studied along with the reversibility of the reaction as a function of the nature of the substituents on position 4 and (or) 5 of 6H-1,3-thiazines.
Chemischer InformationsdienstVolume 14, Issue 43 Natural Products ChemInform Abstract: HETEROATOMIC ARRANGEMENTS AND CYCLIZATION PRODUCTS. VI. NEW SYNTHESIS OF CEPHEMS: 3-ACETYL-7-METHYL-7-PHTHALIMIDO-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE DIASTEREOMERS J.-C. ROZE, J.-C. ROZESearch for more papers by this authorJ.-P. PRADERE, J.-P. PRADERESearch for more papers by this authorG. DUGUAY, G. DUGUAYSearch for more papers by this authorA. GUEVEL, A. GUEVELSearch for more papers by this authorH. QUINIOU, H. QUINIOUSearch for more papers by this authorS. POIGNANT, S. POIGNANTSearch for more papers by this author J.-C. ROZE, J.-C. ROZESearch for more papers by this authorJ.-P. PRADERE, J.-P. PRADERESearch for more papers by this authorG. DUGUAY, G. DUGUAYSearch for more papers by this authorA. GUEVEL, A. GUEVELSearch for more papers by this authorH. QUINIOU, H. QUINIOUSearch for more papers by this authorS. POIGNANT, S. POIGNANTSearch for more papers by this author First published: October 25, 1983 https://doi.org/10.1002/chin.198343343Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume14, Issue43October 25, 1983 RelatedInformation
The total synthesis of two diastereomeric cephems is described with three original steps in excellent yields: construction of the 1,3-thiazine ring via a (4+2) cycloaddition reaction, regioselective hydrogenation of the carbon–nitrogen double bond, and lactamization using BOP.
AbstractDer Cyano‐glycinsäuremethylester (I) wird über die Zwischenstufe (II) mit Dimethylformamid‐acetal zu (III) kondensiert.
A 1,3-thiazine with a prelactamic chain is obtained via a (4+2) cycloaddition reaction. The regioselective hydrogenation at 2,3 and subsequent lactamisation using BOP is described.