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Investigate the utility of triphenylphosphine dibromide as a reagent for the selective ring-opening cleavage of lactones.

May 1, 1975The Journal of Organic Chemistry

Lactone cleavage with triphenylphosphine dibromide

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Investigate the utility of triphenylphosphine dibromide as a reagent for the selective ring-opening cleavage of lactones.
Treated cyclic ester lactones with triphenylphosphine dibromide under controlled organic reaction conditions.
Facilitated the cleavage of the lactone ring system via nucleophilic bromide attack and phosphine coordination.
Yielded open-chain brominated carboxylic acid derivatives suitable for downstream synthetic transformations.

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Implication

Laboratory study demonstrates lactone ring cleavage using triphenylphosphine dibromide, indicating an effective synthetic route to bifunctional halo-derivatives.

Cite This Study

Smissman et al. (1975) studied this question.

synapsesocial.com/papers/6a9cb375a2aa65bfe097a3ae https://doi.org/10.1021/jo00899a027

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Implication

Laboratory study demonstrates lactone ring cleavage using triphenylphosphine dibromide, indicating an effective synthetic route to bifunctional halo-derivatives.

Lactone cleavage with triphenylphosphine dibromide

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Discussion

Implication

Cite This Study

Lactone cleavage with triphenylphosphine dibromide

Key Points

Discussion

Implication

Cite This Study

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