A rationally designed cocatalyst for the Morita-Baylis-Hillman reaction

Charlotte E.S. Jones; Simon M. Turega; Matthew L. Clarke; Douglas Philp

doi:10.1016/j.tetlet.2008.05.037

A rationally designed cocatalyst for the Morita-Baylis-Hillman reaction

Charlotte E.S. Jones, Simon M. Turega, Matthew L. Clarke^*, Douglas Philp

^*Corresponding author for this work

Chemistry

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

26 Scopus citations

Abstract

The application of electronic structure calculations to a key transition state in the reaction manifold of the Morita-Baylis-Hillman reaction allows the design of two bis(thiourea) cocatalysts capable of accelerating this reaction through the hydrogen bond mediated recognition of both the nucleophile and the electrophile.

Original language	English (US)
Pages (from-to)	4666-4669
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	31
DOIs	https://doi.org/10.1016/j.tetlet.2008.05.037
State	Published - Jul 28 2008

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2008.05.037

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title = "A rationally designed cocatalyst for the Morita-Baylis-Hillman reaction",

abstract = "The application of electronic structure calculations to a key transition state in the reaction manifold of the Morita-Baylis-Hillman reaction allows the design of two bis(thiourea) cocatalysts capable of accelerating this reaction through the hydrogen bond mediated recognition of both the nucleophile and the electrophile.",

author = "Jones, {Charlotte E.S.} and Turega, {Simon M.} and Clarke, {Matthew L.} and Douglas Philp",

note = "Funding Information: We thank the Engineering and Physical Sciences Research Council and the University of St Andrews for financial support. ",

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T1 - A rationally designed cocatalyst for the Morita-Baylis-Hillman reaction

AU - Jones, Charlotte E.S.

AU - Turega, Simon M.

AU - Clarke, Matthew L.

AU - Philp, Douglas

N1 - Funding Information: We thank the Engineering and Physical Sciences Research Council and the University of St Andrews for financial support.

PY - 2008/7/28

Y1 - 2008/7/28

N2 - The application of electronic structure calculations to a key transition state in the reaction manifold of the Morita-Baylis-Hillman reaction allows the design of two bis(thiourea) cocatalysts capable of accelerating this reaction through the hydrogen bond mediated recognition of both the nucleophile and the electrophile.

AB - The application of electronic structure calculations to a key transition state in the reaction manifold of the Morita-Baylis-Hillman reaction allows the design of two bis(thiourea) cocatalysts capable of accelerating this reaction through the hydrogen bond mediated recognition of both the nucleophile and the electrophile.

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DO - 10.1016/j.tetlet.2008.05.037

M3 - Article

AN - SCOPUS:45049083371

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

A rationally designed cocatalyst for the Morita-Baylis-Hillman reaction

Abstract

ASJC Scopus subject areas

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