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Updated: May 21, 2025
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
07:12
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
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Total Synthesis of (+)-Disorazole Z1
Dieter Schinzer1, Thomas J Bauer1, Sooroosh Aminian1
1Chemisches Institut, Otto-von-Guericke-Universität, Universitätsplatz 2, Magdeburg, 39106, Germany.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|May 20, 2025
Summary
Researchers report the first total synthesis of (+)-disorazole Z1, a potent natural product. This complex macrodiolide
Area of Science:
- Organic Chemistry
- Natural Product Synthesis
Background:
- Disorazole Z1 is a biologically potent natural product.
- It possesses a complex molecular architecture, including a 26-membered macrodiolide.
Purpose of the Study:
- To achieve the first total synthesis of (+)-disorazole Z1.
- To develop efficient synthetic strategies for complex natural products.
Main Methods:
- Stereoselective aldol reactions for constructing chiral centers.
- Esterification and Stille coupling for macrocycle formation.
- Deprotection to yield the final natural product.
Main Results:
- Successful synthesis of the complex acyclic lateral chains.
- Construction of the 26-membered macrodiolide core.
- Obtained (+)-disorazole Z1 identical to the natural sample.
Conclusions:
- The first total synthesis of (+)-disorazole Z1 was accomplished.
- The synthetic route provides a viable method for accessing complex macrodiolides.
- The study highlights the utility of stereoselective aldol reactions and Stille coupling.
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