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A stereoselective synthesis of 1,3,4-substituted β-lactams from polymer-supported chiral oxazolidine aldehyde

✍ Scribed by Kirsteen Gordon; Michael Bolger; Nawaz Khan; Shankar Balasubramanian

Book ID
104211066
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
85 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

The synthesis of a polymer supported chiral oxazolidine aldehyde is described. This intermediate has great potential for the synthesis of biologically interesting compounds. A solid phase stereoselective synthesis of an array of chirally pure b-lactams in high purity is described as a first application of the system.

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A Simple Stereoselective Synthesis of Enantiopure 2-Substituted Pyrrolidines and Piperidines from Chiral (R)-Phenylglycinol-Derived Bicyclic 1,3-Oxazolidines
✍ José M. Andrés; Ignacio Herráiz-Sierra; Rafael Pedrosa; Alfonso Pérez-Encabo 📂 Article 📅 2000 🏛 John Wiley and Sons 🌐 English ⚖ 319 KB 👁 2 views

Chiral, nonracemic 2-substituted pyrrolidines and piperidines were prepared in high ee and moderate to good chemical yields in three steps from (R)-phenylglycinol and γ-or δchloroketones. The key step of the synthesis was the stereo-