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- W2102283478 endingPage "3235" @default.
- W2102283478 startingPage "3223" @default.
- W2102283478 abstract "[2 + 2] Cycloaddition reactions between ketenes, bearing amino-, oxy-, or halo- groups, and imines are recognized as being amongst the most important and direct routes to β-lactams. Alkyl-substituted ketenes also furnished the corresponding β-lactams upon reaction with activated imines (iminoesters). In general, ketenes are generated from the appropriate acid chloride and a tertiary amine. The major or sole product of the cycloaddition is usually the cis-β-lactam, although a few exceptions showing trans selectivity are known. In this way β-lactams with a widely varying substitution pattern at the C-3 and C-4 positions of the ring are constructed stereoselectively. The diastereoselection of the cycloaddition process can be controlled with variable success from chiral groups attached to either the ketene or the imine component, or alternatively to both. This method, in turn, has proved to be valuable for the synthesis of precursors of important β-lactam antibiotics, and new successful applications can be expected in the near future." @default.
- W2102283478 created "2016-06-24" @default.
- W2102283478 creator A5051437634 @default.
- W2102283478 creator A5075479167 @default.
- W2102283478 creator A5081374328 @default.
- W2102283478 creator A5087951167 @default.
- W2102283478 date "1999-12-01" @default.
- W2102283478 modified "2023-10-14" @default.
- W2102283478 title "Asymmetric Synthesis of β-Lactams by Staudinger Ketene-Imine Cycloaddition Reaction" @default.
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