16.26:
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement
16.26:
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement
JoVE 비디오를 활용하시려면 도서관을 통한 기관 구독이 필요합니다. 전체 비디오를 보시려면 로그인하거나 무료 트라이얼을 시작하세요.
1,790 Views
•
01:24 min
•
April 30, 2023
The Claisen rearrangement is a [3,3] sigmatropic rearrangement of allyl vinyl ethers to unsaturated carbonyl compounds. The rearrangement is a concerted pericyclic reaction proceeding via a chair-like transition state.
An aromatic Claisen rearrangement involves the conversion of allyl aryl ethers to an unstable ketone intermediate, which tautomerizes to give ortho-substituted phenols.
However, ortho-substituted allyl aryl ethers exclusively yield para-substituted phenols via two sequential Clasien rearrangements.
