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Chapter 30: Q.30-16 (page 1033)

Coronafacic acid, a bacterial toxin, was synthesized using a key step that involves three sequential pericyclic reactions. Identify them, and propose a mechanism for the overall transformation. How would you complete the synthesis?[pk1]

[pk1]Size should be 12 not 11.


Short Answer

Expert verified
  1. Ring opening of 6 membered ring
  2. Opening of 4 membered ring
  3. 4+2 cyclic addition.
  4. Hydrolysis

Step by step solution

01

Opening of 6 membered ring

First step is the ring opening of 6 membered ring.

02

Opening of 4 membered ring

Second step is opening of 4 membered ring.

03

4+2 cyclic addition

Third step is 4+2 cyclic addition.

04

Hydrolysis to produce Coronafacic acid

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