Prins-type macrocyclizations as an efficient ring-closing strategy in natural product synthesis

Area of Science:

• Organic Chemistry
• Synthetic Chemistry
• Natural Product Synthesis

Background:

• Prins-type macrocyclizations are effective for constructing polyketide-derived natural products.
• This reaction facilitates the formation of tetrahydropyran-containing macrocyclic rings.
• The method tolerates significant functional group diversity and typically provides good to excellent yields.

Purpose of the Study:

• To highlight the utility of Prins-type macrocyclizations in natural product synthesis.
• To underscore the reaction's efficiency and selectivity in forming complex macrocycles.
• To document the resurgence and growing application of this synthetic strategy.

Main Methods:

• Application of Prins-type macrocyclization reactions.
• Synthesis of polyketide-derived natural products incorporating tetrahydropyran rings.
• Literature review of recent advancements and applications.

Main Results:

• Prins macrocyclizations provide a concise and selective route to macrocyclic compounds.
• The reaction demonstrates broad functional group tolerance.
• Yields for these transformations are generally high.

Conclusions:

• Prins-type macrocyclizations are a powerful tool for synthesizing complex natural products.
• The method's efficiency and versatility have led to its rapid adoption in synthetic chemistry.
• This strategy is increasingly reported in recent natural product synthesis literature.