Q50 · CSIR NET Chemistry, June 2017
Paper: CSIR NET June 2017 · Subject: Organic Chemistry · Chapter: Pericyclic Reactions · Topic: Sigmatropic Shifts · Marks: 2 · Difficulty: Medium
Following reaction involves
(a)Claisen followed by Mannich reaction
(b)aza-Cope followed by Mannich reaction
(c)Claisen followed by aza-aldol reaction
(d)aza-Cope followed by aza-aldol reaction
Answer
Answer: B ✓ checked by 4AB · confidence high
Explanation
The amine and aldehyde condense to an iminium ion under p-TsOH; a cationic aza-Cope rearrangement followed by an intramolecular Mannich reaction builds the pyrrolidine ring.
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