The reaction of 3,4-diamino-2,2,6,6-tetramethylpiperidine-1-oxyl with (1S)-(+)-camphor-10-sulfonyl chloride gives a mixture of diastereomeric 4-monosulfonylamino derivatives. The products of their acylation have been obtained. The 3,4-bis-[(1S)-camphor-10-sulfonylamino] derivative was synthesized and resolved to individual diastereomers. For one of them thetrans relationship of the 3- and 4-substituents and the absolute (3S,4R)-configuration were established by X-ray structural analysis.
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Sen', V.D., Tkachev, V.V. & Atovmyan, L.O. Synthesis and structure of diastereomeric trans-3,4-diamino-2,2,6,6-tetramethylpiperidine1-oxyl derivatives. Russ Chem Bull 42, 328–333 (1993). https://doi.org/10.1007/BF00697088
- diastereomeric derivatives, resolution
- absolute configuration