Q23 · CSIR-NET Chemistry, June 2015

Paper: CSIR-NET June 2015 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Easy

Structure of the major product in the following synthetic sequence is Question structure 1 of 5, ABC26OR0263 Question structure 2 of 5, ABC26OR0263 Question structure 3 of 5, ABC26OR0263 Question structure 4 of 5, ABC26OR0263 Question structure 5 of 5, ABC26OR0263
(a)Option (a) structure, ABC26OR0263
(b)Option (b) structure, ABC26OR0263
(c)Option (c) structure, ABC26OR0263
(d)Option (d) structure, ABC26OR0263
Answer
Answer: A ✓ checked by 4AB · confidence medium
Explanation
Cu(I) forms a carbenoid from the diazo compound, which cyclopropanates the nearby internal alkene intramolecularly. SeO₂ then oxidises the terminal prenyl group at the E-methyl, giving the (E)-allylic alcohol (a).

Study loop for Reagents, Reaction Mechanisms & Named Reactions

1. Practise the PYQsPrevious-year questions, with answers

· Browse this chapter in the app