Cyclobutane based "overbred intermediates" and their exploration in organic synthesis
Monosij Nandy1, Swagata Das1, Samik Nanda1
1Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur, India. snanda@chem.iitkgp.ac.in.
Organic & Biomolecular Chemistry
|January 28, 2022
Summary
This review explores the synthesis and fragmentation of four-membered overbred intermediates, specifically cyclobutane-based structures. These intermediates are crucial for constructing complex carbocyclic molecules and natural products.
Area of Science:
- Organic Synthesis
- Carbocyclic Chemistry
- Natural Product Synthesis
Background:
- Overbred intermediates, recently named, are valuable in organic synthesis.
- They are particularly useful for creating complex carbocyclic molecules.
- This review focuses on cyclobutane-based overbred intermediates.
Purpose of the Study:
- To review synthetic methods for constructing cyclobutane overbred intermediates.
- To discuss fragmentation strategies for cleaving these intermediates.
- To highlight their application in total synthesis of natural products from 1968-2020.
Main Methods:
- Discussion of photochemical, metal-mediated, and miscellaneous transformations for intermediate synthesis.
- Analysis of various fragmentation methods for skeleton cleavage.
- Literature review of applications in total synthesis.
Main Results:
- Comprehensive overview of synthetic routes to cyclobutane overbred intermediates.
- Detailed examination of fragmentation techniques for accessing target structures.
- Compilation of natural product syntheses utilizing these intermediates.
Conclusions:
- Cyclobutane-based overbred intermediates are versatile building blocks in organic synthesis.
- Innovative fragmentation strategies enable efficient access to complex molecular architectures.
- These intermediates have a significant historical and ongoing role in natural product total synthesis.
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