What question did this study set out to answer?

To evaluate the reactivity and stereochemical behavior of cis- and trans-stilbene-2-carboxylic acids when subjected to oxidation with peroxyacids.

July 1, 1959The Journal of Organic Chemistry

The Reaction of cis- and trans-Stilbene-2-carboxylic Acids with Peroxyacids1

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Authors

GBGiancarlo BertiUniversity of Pisa

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Implication

Experimental study demonstrates distinct oxidation pathways of stilbene carboxylic acid isomers, indicating stereochemical control over peroxyacid reactions.

Key Points

To evaluate the reactivity and stereochemical behavior of cis- and trans-stilbene-2-carboxylic acids when subjected to oxidation with peroxyacids.
Treated geometric isomers of stilbene-2-carboxylic acid (cis and trans configurations) with peroxyacid oxidizing reagents.
Characterized the resulting reaction products to evaluate stereospecific mechanisms and functional group participation.
Reaction of the cis and trans isomers with peroxyacids yielded differing product profiles dependent on olefin geometry.
Proximity of the carboxylic acid group during double-bond oxidation influenced the stereochemical path and intermediate cyclization.

Cite This Study

Giancarlo Berti (1959) studied this question.

synapsesocial.com/papers/6a7dad01c2b228f3e18c9974 https://doi.org/10.1021/jo01089a011

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Implication

Experimental study demonstrates distinct oxidation pathways of stilbene carboxylic acid isomers, indicating stereochemical control over peroxyacid reactions.

The Reaction of cis- and trans-Stilbene-2-carboxylic Acids with Peroxyacids1

Discussion

Member takes

Implication

Key Points

Cite This Study

The Reaction of cis- and trans-Stilbene-2-carboxylic Acids with Peroxyacids1

Discussion

Member takes

Implication

Key Points

Cite This Study

Also Consider

Also Consider