Synthesis of β-Lactams from Diazoketones and Imines:  The Use of Microwave Irradiation

The transformation of diazoketones derived from α-amino acids to ketenes that, in turn, react further with imines to afford β-lactams, can be realized not only by utilizing photochemical reaction conditions but also under the action of microwave irradiation. Under the latter reaction conditions 4-al...

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Bibliographic Details
Published inOrganic letters Vol. 3; no. 12; pp. 1849 - 1851
Main Authors Linder, Michael R, Podlech, Joachim
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 14.06.2001
Amer Chemical Soc
Subjects
Azo Compounds - chemistry
beta-Lactams - chemical synthesis
beta-Lactams - chemistry
Chemistry
Chemistry, Organic
Imines - chemistry
Ketones - chemistry
Microwaves
Physical Sciences
Science & Technology
GV104326
ORGANIC-REACTION ENHANCEMENT
ARNDT-EISTERT REACTION
CHEMISTRY
ALPHA-AMINO-ACIDS
IN-VITRO ACTIVITY
STEREOSELECTIVE SYNTHESIS
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Summary:The transformation of diazoketones derived from α-amino acids to ketenes that, in turn, react further with imines to afford β-lactams, can be realized not only by utilizing photochemical reaction conditions but also under the action of microwave irradiation. Under the latter reaction conditions 4-alkenyl-substituted β-lactams derived from amino acids, substrates that were not previously accessible, have been prepared. β-Lactams possessing a trans-substitution pattern at the ring were obtained exclusively.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol015891+