Total synthesis of (±)-pterosin M and (±)-onitisin

Kumari, Anusueya; Suresh, Muthiah; Prakash, Prem; Sinha, Prasanta Kumar; Ghosh, Partha; Singh, Raj Bahadur

doi:10.1016/j.tetlet.2023.154363

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2024

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Cited by 4 publications

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Mesoporous TiO₂/Celite‐Supported Hydrolysis/Decarboxylation of Benzyl Meldrum's Acid Derivatives: Application to the Synthesis of Hydrocinnamic Acid Derivatives

Suresh,

Kumari,

Prakash

et al. 2024

ChemistrySelect

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This study describes a method for transforming benzyl Meldrum's acid (BMA) derivatives into aryl propionic acid (hydrocinnamic acid) derivatives using TiO2 P25 or Celite surfaces under mild conditions. This selective decarboxylation and hydrolysis process is particularly effective for enolizable Meldrum's acid derivatives. A key feature of this transformation is its chemooselectivity, particularly with acetylated BMA derivatives, which yield the corresponding aryl propionic acids. The method offers several advantages, including compatibility with a wide range of structurally diverse aryl propionic acids, reliance on inexpensive materials, elimination of bases and neutralizing agents, and a simplified work‐up procedure.

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Mesoporous TiO₂/Celite‐Supported Hydrolysis/Decarboxylation of Benzyl Meldrum's Acid Derivatives: Application to the Synthesis of Hydrocinnamic Acid Derivatives

Suresh,

Kumari,

Prakash

et al. 2024

ChemistrySelect

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Recent New Developments in Hofmann, Curtius, Schmidt, Lossen, and Related Reactions

Matsugi

Shioiri

2023

Reference Module in Chemistry, Molecular Sciences and Chemical Engineering

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Synthesis of a common advanced indane intermediate for the formal total synthesis of (±)-puraquinonic acid, (±)-deliquinone, and (±)-russujaponol

Kumari,

Prakash,

Suresh

et al. 2024

Tetrahedron Letters

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Total synthesis of (±)-pterosin M and (±)-onitisin

Cited by 4 publications

References 12 publications

Mesoporous TiO₂/Celite‐Supported Hydrolysis/Decarboxylation of Benzyl Meldrum's Acid Derivatives: Application to the Synthesis of Hydrocinnamic Acid Derivatives

Mesoporous TiO₂/Celite‐Supported Hydrolysis/Decarboxylation of Benzyl Meldrum's Acid Derivatives: Application to the Synthesis of Hydrocinnamic Acid Derivatives

Recent New Developments in Hofmann, Curtius, Schmidt, Lossen, and Related Reactions

Synthesis of a common advanced indane intermediate for the formal total synthesis of (±)-puraquinonic acid, (±)-deliquinone, and (±)-russujaponol

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Total synthesis of (±)-pterosin M and (±)-onitisin

Cited by 4 publications

References 12 publications

Mesoporous TiO2/Celite‐Supported Hydrolysis/Decarboxylation of Benzyl Meldrum's Acid Derivatives: Application to the Synthesis of Hydrocinnamic Acid Derivatives

Mesoporous TiO2/Celite‐Supported Hydrolysis/Decarboxylation of Benzyl Meldrum's Acid Derivatives: Application to the Synthesis of Hydrocinnamic Acid Derivatives

Recent New Developments in Hofmann, Curtius, Schmidt, Lossen, and Related Reactions

Synthesis of a common advanced indane intermediate for the formal total synthesis of (±)-puraquinonic acid, (±)-deliquinone, and (±)-russujaponol

Contact Info

Product

Resources

About

Mesoporous TiO₂/Celite‐Supported Hydrolysis/Decarboxylation of Benzyl Meldrum's Acid Derivatives: Application to the Synthesis of Hydrocinnamic Acid Derivatives

Mesoporous TiO₂/Celite‐Supported Hydrolysis/Decarboxylation of Benzyl Meldrum's Acid Derivatives: Application to the Synthesis of Hydrocinnamic Acid Derivatives