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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 11
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Original Articles

Incorporation of two Molecules of Carbon Monoxide into N-Lithioketimine Leading to Azetidine-2,3-Diones

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Pages 1989-2000 | Received 05 Nov 1997, Published online: 20 Aug 2006

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