The association of the Claisen rearrangement with a novel [1,5] sigmatropic rearrangement
Christopher P. Falshaw, Susan A. Lane, W. David Ollis
Abstract
Christopher P. Falshaw, Susan A. Lane, W. David Ollis
Abstract
Thermal rearrangement of the allyl aryl ether (5) gave, in addition to the expected Claisen rearrangement product (6), the isomer (7), and similarly thermal transformation of the allyl ether (8) gave the mixture (9) and (10); the formation of (7) and (10) is rationalised as involving a [1,5] acetyl shift.
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Thermal rearrangement of the allyl aryl ether (5) gave, in addition to the expected Claisen rearrangement product (6), the isomer (7), and similarly thermal transformation of the allyl ether (8) gave the mixture (9) and (10); the formation of (7) and (10) is rationalised as involving a [1,5] acetyl shift.
Key concepts: Sigmatropic reaction, Claisen rearrangement, Carroll rearrangement, Ether, Chemistry, Cope rearrangement, Aryl, Stereochemistry