Q55 · CSIR-NET Chemistry, December 2017

Paper: CSIR-NET December 2017 · Subject: Organic Chemistry · Chapter: Pericyclic Reactions · Topic: Sigmatropic Shifts · Marks: 2 · Difficulty: Medium

The following reaction involves Question structure 1 of 3, ABC26OR1051 Question structure 2 of 3, ABC26OR1051 Question structure 3 of 3, ABC26OR1051
(a)[1, 2] sigmatropic rearrangement
(b)[2, 3] sigmatropic rearrangement
(c)[3, 3] sigmatropic rearrangement
(d)C-H insertion reaction
Answer
Answer: B ✓ checked by 4AB · confidence high
Explanation
Rh₂(OAc)₄ converts the diazo compound to a rhodium carbenoid, the ether oxygen forms an oxonium ylide, and the allyl group migrates by a [2,3]-sigmatropic rearrangement.

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