Exploiting the Curtin-Hammett principle-recognition-mediated acceleration of an aldol reaction

S J  Howell; P R  Ashton; N  Spencer; D  Philp

doi:10.1021/ol006821q

Exploiting the Curtin-Hammett principle-recognition-mediated acceleration of an aldol reaction

S J Howell, P R Ashton, N Spencer, D Philp

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

[GRAPHICS]

Curtin-Hammett-Winstein-Holness kinetics are exploited in the acceleration of the aldol reaction between formylbenzo-15-crown-5 and acetylbenzo-15-crown-5. Potassium cations facilitate this acceleration through the fast, reversible formation of a 1:1:1 sandwich complex between the crown ethers and the metal cation.

Original language	English
Pages (from-to)	353-356
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	3
Early online date	12 Jan 2001
DOIs	https://doi.org/10.1021/ol006821q
Publication status	Published - 8 Feb 2001

Keywords

INTRAMOLECULAR REACTIONS
CYCLOADDITION
COMPLEXES

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10.1021/ol006821q

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abstract = "[GRAPHICS]Curtin-Hammett-Winstein-Holness kinetics are exploited in the acceleration of the aldol reaction between formylbenzo-15-crown-5 and acetylbenzo-15-crown-5. Potassium cations facilitate this acceleration through the fast, reversible formation of a 1:1:1 sandwich complex between the crown ethers and the metal cation.",

keywords = "INTRAMOLECULAR REACTIONS, CYCLOADDITION, COMPLEXES",

author = "Howell, {S J} and Ashton, {P R} and N Spencer and D Philp",

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AU - Spencer, N

AU - Philp, D

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Y1 - 2001/2/8

N2 - [GRAPHICS]Curtin-Hammett-Winstein-Holness kinetics are exploited in the acceleration of the aldol reaction between formylbenzo-15-crown-5 and acetylbenzo-15-crown-5. Potassium cations facilitate this acceleration through the fast, reversible formation of a 1:1:1 sandwich complex between the crown ethers and the metal cation.

AB - [GRAPHICS]Curtin-Hammett-Winstein-Holness kinetics are exploited in the acceleration of the aldol reaction between formylbenzo-15-crown-5 and acetylbenzo-15-crown-5. Potassium cations facilitate this acceleration through the fast, reversible formation of a 1:1:1 sandwich complex between the crown ethers and the metal cation.

KW - INTRAMOLECULAR REACTIONS

KW - CYCLOADDITION

KW - COMPLEXES

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M3 - Article

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EP - 356

JO - Organic Letters

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IS - 3

ER -

Exploiting the Curtin-Hammett principle-recognition-mediated acceleration of an aldol reaction

Abstract

Keywords

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