Piperidines are resistant to an intramolecular Cope reaction but with pyrrolidine and with rings of size 7 and larger, the reaction product is an unsaturated hydroxyl amine.
2.
GSNOR reduces S-nitrosoglutathione ( GSNO ) to the unstable intermediate, S-hydroxylaminoglutathione, which then rearranges to form glutathione sulfinamide, or in the presence of GSH, forms oxidized glutathione ( GSSG ) and hydroxyl amine.
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