Proline promoted synthesis of ring-fused homodimers: self-condensation of alpha,beta-unsaturated aldehydes.

Proline promoted synthesis of ring-fused homodimers: self-condensation of alpha,beta-unsaturated aldehydes. Research Abstract Details 

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Proline promoted synthesis of ring-fused homodimers: self-condensation of alpha,beta-unsaturated aldehydes. Abstract Text:

Bennie J Bench,Chaomin Liu,Colin R Evett,Coran M H Watanabe,

1,2,4-Trisubstituted cyclohexadienals can be prepared synthetically by self-condensation of beta-methyl substituted alpha, beta-unsaturated aldehydes. While molecules with this structural scaffold have been observed in nature, the biological roles of these compounds have yet to be thoroughly investigated. Here we investigate the use of L-proline and its derivatives to effect synthesis of these ring-fused homodimers. The scope of this reaction is investigated with different substrates and proline derivatives. Mechanistic hypotheses are put forth supported by NMR and mass spectrometry studies. The method will enable diversification of this scaffold in sufficient quantities for biological investigations.

Proline promoted synthesis of ring-fused homodimers: self-condensation of alpha,beta-unsaturated aldehydes. Publishing Authors By Initials

BJ Bench,C Liu,CR Evett,CM Watanabe,

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Proline promoted synthesis of ring-fused homodimers: self-condensation of alpha,beta-unsaturated aldehydes. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: The Journal of organic chemistry

VOLUME: 71

Page Numbers: 9458-63

Journal Abbreviation: J. Org. Chem.

ISSN: 0022-3263

DAY: 8

MONTH: Dec

YEAR: 2006

Proline promoted synthesis of ring-fused homodimers: self-condensation of alpha,beta-unsaturated aldehydes. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 2985193

Proline promoted synthesis of ring-fused homodimers: self-condensation of alpha,beta-unsaturated aldehydes. Keywords Mesh Terms:

KEYWORDS: Spectrometry, Mass, Electrospray Ionizat

MESH TERMS: chemistry

Chemical & Substance for Abstract: Proline promoted synthesis of ring-fused homodimers: self-condensation of alpha,beta-unsaturated aldehydes. Information

Substance Name: Proline

Registry Number: 147-85-3

Grant and Affiliation Information for Proline promoted synthesis of ring-fused homodimers: self-condensation of alpha,beta-unsaturated aldehydes.

AFFILIATION: Department of Chemistry, Texas A&M University, College Station, Texas 77843, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: T32 GM008523

ACRONYM: GM

MEDLINETA: J Org Chem

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