Recent Advances in Sustainable Total Synthesis and Chiral Pool Strategies with Emphasis on (−)‐Sclareol in Natural Products Synthesis

Abstract Starting materials for sustainable total synthesis often come from the chiral pool: carbohydrates, cyclitols, amino acids, and terpenes. In the terpene family, (−)‐sclareol has served as a sustainable, readily available, and versatile chiral building block for the synthesis of numerous natural products. (−)‐Sclareol possesses a unique structure that has consequently promoted its integration as a core framework within various structurally complex and biologically active substances, including sesquiterpenoids, diterpenoids, and sesterterpenoids. (−)‐Sclareol has facilitated access to diverse synthetic key intermediates, promoting the sustainable synthesis of several natural products. Herein, a review is presented covering the recent trends in sustainable total syntheses and the application of chiral pool approaches with emphasis on the preparation of natural products through diverse routes employing (−)‐sclareol as chiral educt. Innovative catalytic and synthetic protocols using (−)‐sclareol are also analyzed and discussed.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-12-10
DOI
https://doi.org/10.1002/ejoc.202400983
Citations
17
Primary Topic
Phytochemistry and Bioactivity Studies
Type
article
Field-Weighted Citation Impact
7.94
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article

Recent Advances in Sustainable Total Synthesis and Chiral Pool Strategies with Emphasis on (−)‐Sclareol in Natural Products Synthesis

Ayyoub Selka, Lucie Schiavo, Gilles Hanquet, Loïc Jeanmart et al.
17 citations
European Journal of Organic Chemistry
Phytochemistry and Bioactivity Studies
7.94
article

Recent Advances in Sustainable Total Synthesis and Chiral Pool Strategies with Emphasis on (−)‐Sclareol in Natural Products Synthesis

Ayyoub Selka, Lucie Schiavo, Gilles Hanquet, Loïc Jeanmart, William D. Lubell, Abdelnasser Abidli
article en
17 citations

Abstract

Abstract Starting materials for sustainable total synthesis often come from the chiral pool: carbohydrates, cyclitols, amino acids, and terpenes. In the terpene family, (−)‐sclareol has served as a sustainable, readily available, and versatile chiral building block for the synthesis of numerous natural products. (−)‐Sclareol possesses a unique structure that has consequently promoted its integration as a core framework within various structurally complex and biologically active substances, including sesquiterpenoids, diterpenoids, and sesterterpenoids. (−)‐Sclareol has facilitated access to diverse synthetic key intermediates, promoting the sustainable synthesis of several natural products. Herein, a review is presented covering the recent trends in sustainable total syntheses and the application of chiral pool approaches with emphasis on the preparation of natural products through diverse routes employing (−)‐sclareol as chiral educt. Innovative catalytic and synthetic protocols using (−)‐sclareol are also analyzed and discussed.

European Journal of Organic ChemistryVol. 28(8)
Centre National de la Recherche Scientifique (FR), University of Namur (BE), University of Toronto (CA), University of Abou Bekr Belkaïd (DZ), Université de Haute-Alsace (FR), Université de Strasbourg (FR), Université de Montréal (CA)
Responsible consumption and production
Openalex Percentile: Top 2%
Phytochemistry and Bioactivity Studies
7.94
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