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Synthesis of tert-butyl (2R,3R)-2-cyano-3-formyl-aziridine-1-carboxylate — A new potential building block for amino alcohols and polyamines

✍ Scribed by Klaus Jähnisch


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
78 KB
Volume
38
Category
Article
ISSN
0040-4039

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Chemistry of Aziridine Carboxylic Acids,
✍ Jähnisch, Klaus 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 426 KB

## Abstract Enantiomerically pure __cis__‐ and __trans__‐1__H__‐aziridine‐carboxylic acid derivatives 2a, b and 3a, b have been prepared by asymmetric Michael‐type addition of ammonia to chiral acrylates 1a, b with high __syn__ selectivity. The title compounds were obtained from the diols 8a, b by

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The preparative separation of the enantiomers of the title compound, a versatile chiral building block for the synthesis of unnatural amino acid esters, by high performance liquid chromatography on a chiral stationary phase (CSP), is reported for the first time. The CSP consists of amylose-(3,5-dime