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Diastereoselective [2+2]-Cycloaddition Reactions of Unsymmetrical Cyclic Ketenes with Imines: Synthesis of Modified Prolines and Theoretical Study of the Reaction Mechanism

✍ Scribed by Macías, Alberto; Alonso, Eduardo; del Pozo, Carlos; Venturini, Alessandro; González, Javier


Book ID
120278582
Publisher
American Chemical Society
Year
2004
Tongue
English
Weight
321 KB
Volume
69
Category
Article
ISSN
0022-3263

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[2+2] Cycloaddition Reactions of Imines
✍ Giuseppe Cremonesi; Piero Dalla Croce; Concetta La Rosa 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 German ⚖ 190 KB

## Abstract Unsymmetric cyclic ketenes were generated from __N__‐acyl‐1,3‐thiazolidine‐2‐carboxylic acids **1a**–**c** by means of __Mukaiyama__'s reagent, and then reacted with imines **2a**–**c** to the new, isomeric spiro‐__β__‐lactams **3** and **4** __via__ [2+2] cycloaddition (__Staudinger__