Title of article
1β-Methylcarbapenem intermediates via the thiolysis of a Meldrumʹs precursor
Author/Authors
Christophe Jacopin، نويسنده , , Mathieu Laurent، نويسنده , , Marc Belmans، نويسنده , , Luc Kemps، نويسنده , , Marcel Cérésiat، نويسنده , , Jacqueline Marchand-Brynaert، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
7
From page
10383
To page
10389
Abstract
5-{3-[1-(tert-Butyldimethylsilyloxy)ethyl]-4-oxo-azetidin-2-yl}-2,2,5-trimethyl-[1,3]dioxane-4,6-dione (3) has been submitted to nucleophilic attack with various nucleophiles. Meldrumʹs moiety transesterification, C4-substitution, β-lactam ring opening and Meldrumʹs moiety decarboxylation were observed. Reaction of 3 with ethanethiol and dimethylaminopyridine in ethanol quantitatively furnished ethyl 2-{3-[1-(tert-butyldimethylsilyloxy)ethyl]-4-oxo-azetidin-2-yl}-thiopropionate as the 1:1 mixture of β (7a) and α (8a) diastereoisomers.
Keywords
azetidinones , carbapenems , Decarboxylation
Journal title
Tetrahedron
Serial Year
2001
Journal title
Tetrahedron
Record number
1082668
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