A New Approach to the Synthesis of 4-Phosphonylated β-Lactams

Abstract The general and efficient method for the synthesis of 4-phosphonylated β-lactams from N -methyl- C -(diethoxyphosphonyl)nitrone and selected terminal alkynes via Kinugasa reaction was reported. Application of microwave irradiation significantly shortened the reaction time. Stereochemistry o...

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Bibliographic Details
Published in:Synlett 2015, Vol.26 (3), p.375-379
Main Authors: Piotrowska, Dorota G., Bujnowicz, Aneta, Wróblewski, Andrzej E., Głowacka, Iwona E.
Format: Article
Language:English
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Summary:Abstract The general and efficient method for the synthesis of 4-phosphonylated β-lactams from N -methyl- C -(diethoxyphosphonyl)nitrone and selected terminal alkynes via Kinugasa reaction was reported. Application of microwave irradiation significantly shortened the reaction time. Stereochemistry of diastereoisomeric products was established based on vicinal H3–H4 couplings in the β-lactam ring.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0034-1379506