Lipase-Catalyzed Resolution of 1-[4-(Benzyloxy)phenyl]hex-5-en-3-ol: Synthesis of (-)-Centrolobine

Tadiparthi, Krishnaji; Raghavendra, S.; Kamal, Ähmed

doi:10.14233/ajchem.2017.20816

Cited by 3 publications

(2 citation statements)

References 61 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[111] In 2017, Kamal and colleagues employed a similar synthetic strategy in their reported synthesis of 2 b. [112] Hahn and team (2020) presented a chemoenzymatic total synthesis of 2 b employing AmbDH3, an enzyme that catalyzes the formation of chiral tetrahydropyran via an intramolecular oxa-Michael addition. Racemic alkenol 153 was synthesized via a non-optimized Wittig olefination of lactol 154 and Nacetylcystemaine (SNAC) derived phosphorane 155.…”

Section: Enzymatic Reactionsmentioning

confidence: 99%

“…Several functional group interconversions, including epimerization facilitated by benzoic acid in chloroform under Keinan's conditions, led to the synthesis of both the (+) and (−) isomers of centrolobine and epi ‐centrolobine (Scheme 42). [111] In 2017, Kamal and colleagues employed a similar synthetic strategy in their reported synthesis of 2 b [112] …”

Section: Tetrahydropyran Diarylheptanoidsmentioning

confidence: 99%

See 1 more Smart Citation

Recent Advances in the Synthesis of Diarylheptanoids

Sudarshan,

Yarlagadda,

Sengupta

2024

Chemistry An Asian Journal

View full text Add to dashboard Cite

In the quest for synthesizing biologically important natural products, medicinal chemists embark on an endless journey. This review focuses on the reports published towards the syntheses of diarylheptanoids, classifying them into linear, tetrahydropyran, diarylether, and biphenyl categories. The synthesis methods for each class from 2013 to 2023 are discussed, providing a comprehensive overview of the advancements in the field. Representative natural product examples are highlighted for each category. The review emphasizes the importance of diarylheptanoids in the realms of chemistry and medicine, showcasing their potential as valuable compounds for medicinal and synthetic chemists.

show abstract

Section: Enzymatic Reactionsmentioning

confidence: 99%

Section: Tetrahydropyran Diarylheptanoidsmentioning

confidence: 99%

Recent Advances in the Synthesis of Diarylheptanoids

Sudarshan,

Yarlagadda,

Sengupta

2024

Chemistry An Asian Journal

View full text Add to dashboard Cite

show abstract

Total Syntheses of Centrolobines: A Two‐Decade Journey

Tadiparthi

2021

ChemistrySelect

Self Cite

View full text Add to dashboard Cite

In this review we discuss the synthetic approaches of chiral and racemic forms of centrolobines from 2002 to date. The presence of unique molecular architecture of tetrahydropyran unit in centrolobine enhances its high biological activity which has created the space to the synthetic community for the last two decades to develop various routes. This review mainly emphasizes on the construction of tetrahydropyran unit and generation of chirality as a key step during the synthesis of centrolobine. Moreover, all the synthetic methods were well demonstrated and presented systematically in the chronological order. Overall this review highlights the contribution from different research groups in the total syntheses of centrolobines.

show abstract

Synthetic Approaches to Diospongins: A Two Decade Journey

Tadiparthi¹,

Chatterjee²

2022

SynOpen

View full text Add to dashboard Cite

Tetrahydropyran units having multiple stereogenic centers serve as excellent building blocks for various active pharmaceutical ingredients (APIs). In particular, the presence of the unique molecular architecture of the trisubstituted tetrahydropyran (THP) unit in diospongins enhances their biological activity due to multiple stereogenic centers and has attracted attention from the synthetic community over the last two decades. In this review, we discuss synthetic approaches to chiral and racemic forms of diospongins during the period 2006–2020 in chronological order.

show abstract

Lipase-Catalyzed Resolution of 1-[4-(Benzyloxy)phenyl]hex-5-en-3-ol: Synthesis of (-)-Centrolobine

Cited by 3 publications

References 61 publications

Recent Advances in the Synthesis of Diarylheptanoids

Recent Advances in the Synthesis of Diarylheptanoids

Total Syntheses of Centrolobines: A Two‐Decade Journey

Synthetic Approaches to Diospongins: A Two Decade Journey

Contact Info

Product

Resources

About