What question did this study set out to answer?

Investigate the oxidation of acetic acid and olefins mediated by manganese(III) acetate to achieve direct synthesis of gamma-lactones.

October 1, 1968Journal of the American Chemical Society

Oxidation reactions of manganese(III) acetate. II. Formation of .gamma.-lactones from olefins and acetic acid

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Authors

JBJohn B. Bush HFHerman FinkbeinerMcGill University

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Implication

Experimental study demonstrates the formation of gamma-lactones from olefins and acetic acid using manganese(III) acetate, highlighting a versatile oxidative radical addition pathway.

Key Points

Investigate the oxidation of acetic acid and olefins mediated by manganese(III) acetate to achieve direct synthesis of gamma-lactones.
Treated various olefin substrates with manganese(III) acetate in acetic acid solution under oxidative conditions.
Isolated and structurally characterized the resulting cyclized reaction products.
Manganese(III) acetate facilitates the oxidative addition of carboxymethyl radicals derived from acetic acid across olefin double bonds.
The oxidative pathway efficiently produces substituted gamma-lactones through subsequent cyclization, establishing a direct method for five-membered ring synthesis.

Cite This Study

Bush et al. (1968) studied this question.

synapsesocial.com/papers/6aa0fba1c0e1046e90f7a73d https://doi.org/10.1021/ja01023a048

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Implication

Experimental study demonstrates the formation of gamma-lactones from olefins and acetic acid using manganese(III) acetate, highlighting a versatile oxidative radical addition pathway.

Oxidation reactions of manganese(III) acetate. II. Formation of .gamma.-lactones from olefins and acetic acid

Discussion

Member takes

Implication

Key Points

Cite This Study

Oxidation reactions of manganese(III) acetate. II. Formation of .gamma.-lactones from olefins and acetic acid

Discussion

Member takes

Implication

Key Points

Cite This Study

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