A concise conversion of (-)-sclareol into (+)-coronarin E and (-)-7-epi-coronarin A

Area of Science:

• Organic Chemistry
• Natural Product Synthesis

Background:

• Coronarin E and 7-epi-coronarin A are natural products with potential biological activities.
• Previous synthetic routes to these compounds were not reported.

Purpose of the Study:

• To achieve the first total synthesis of natural (+)-coronarin E and (-)-7-epi-coronarin A.
• To develop efficient synthetic strategies from a readily available starting material.

Main Methods:

• Total synthesis utilizing (-)-sclareol as a chiral starting material.
• A four-step synthesis for (+)-coronarin E.
• A five-step synthesis for (-)-7-epi-coronarin A.

Main Results:

• Successful synthesis of (+)-coronarin E (1) and (-)-7-epi-coronarin A (8).
• Demonstrated the feasibility of preparing these natural products in a limited number of steps.

Conclusions:

• The first enantioselective synthesis of (+)-coronarin E and (-)-7-epi-coronarin A has been accomplished.
• The developed route provides efficient access to these valuable natural products from (-)-sclareol.