Studies Directed Towards the Synthesis of a Naturally Occurring Sesquiterpene, 4-Deoxy-10-Oxodihydrobotrydial by a Ti(III)-Mediated Radical Cyclization

Kalpesh Ananda Khude; Tushar Kanti Chakraborty

doi:10.1039/d6ob00334f

January 1, 2025Organic & Biomolecular Chemistry

Studies Directed Towards the Synthesis of a Naturally Occurring Sesquiterpene, 4-Deoxy-10-Oxodihydrobotrydial by a Ti(III)-Mediated Radical Cyclization

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Key Points

To develop an effective method for synthesizing the sesquiterpene 4-Deoxy-10-Oxodihydrobotrydial.
Utilized Ti(III) for radical cyclization of epoxides.
Employed α,β-unsaturated ester-appended substrates.
Executed 5-exo-trig radical cyclization followed by lactonization.
Successfully synthesized bicyclic lactone rings.
Demonstrated a strategic approach beneficial for natural product synthesis.

Implication

Radical cyclization produced bicyclic lactones in naturally occurring sesquiterpene synthesis, suggesting effective pathways.

Abstract

The Cp2TiCl-mediated opening of epoxides in α,β-unsaturated ester-appended substrates leads to a cascading 5-exo-trig radical cyclization followed by lactonization yielding bicyclic lactone rings. Leveraging this strategic approach has become crucial...

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Cite This Study

Khude et al. (2025) studied this question.

synapsesocial.com/papers/69f1545d879cb923c49446f8 https://doi.org/10.1039/d6ob00334f

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Studies Directed Towards the Synthesis of a Naturally Occurring Sesquiterpene, 4-Deoxy-10-Oxodihydrobotrydial by a Ti(III)-Mediated Radical Cyclization

Key Points

Implication

Abstract

Discussion

Cite This Study

Studies Directed Towards the Synthesis of a Naturally Occurring Sesquiterpene, 4-Deoxy-10-Oxodihydrobotrydial by a Ti(III)-Mediated Radical Cyclization

Key Points

Implication

Abstract

Discussion

Cite This Study

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