Abstract
Herein we report a peculiar organocatalyzed domino-reaction on the carbapenem core structure.
Highlights
We report a peculiar organocatalyzed domino-reaction on the carbapenem core structure
30 mol% of proline yields diazabicyclo[4.2.1]nonane analogues, while we currently report the formation of novel 1,4-diazepin-5-ones from the same starting material in the presence of 100 mol% proline
The inherent chirality of the starting material led to the stereochemical preference of the products with excellent diastereoselectivity (>99 : 1)
Summary
We report a peculiar organocatalyzed domino-reaction on the carbapenem core structure. The diazepinone products were confirmed using X-ray diffraction and 2D-NMR structure elucidation.
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