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ChemInform Abstract: Stereoselective Synthesis of New β-Lactams by Cyclocondensation of 1-Methoxy-3-(trimethylsilyloxy)-1,3-butadiene with 4-Formyl Substituted Azetidinones.

✍ Scribed by Rita Annunziata; Maurizio Benaglia; Mauro Cinquini; Franco Cozzi; Fernando Montanari; Laura Raimondi


Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Stereoselective Synthesis of New β-Lactams by Cyclocondensation of 1-Methoxy-3-(trimethylsilyloxy)-1,3-butadiene with 4-Formyl Substituted Azetidinones.

-Lewis acid promoted hetero Diels-Alder reaction of Danishefsky's diene (II) with enantiomerically pure azetidin-2-one derivatives (I) affords previously unreported substituted β-lactams in fair to good yields and in diastereoisomeric ratios of up to 98:2. -(ANNUNZIATA,


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