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killak killak
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5 years ago
Why can 1,2,2-trimethylaziridine be resolved into enantiomers while cannot?
Textbook 
Organic Chemistry

Organic Chemistry


Edition: 9th
Authors:
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5 years ago
In 1,2,2-trimethylaziridine the nitrogen atom is contained in a 3-membered ring and cannot readily achieve the sp2 transition state required for nitrogen inversion. Introduction of an sp2 center in a 3-membered ring greatly increases the angle strain.
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