Concise stereoselective total synthesis of (+)-muricatacin and (+)-epi-muricatacin

Abstract

Efficient stereoselective total synthesis of (+)-muricatacin (1) and (+)-epi-muricatacin (8) was accomplished from commercially available chemical pent-4-ynoic acid via Shi's asymmetric epoxidation and Mitsunobu reaction as the key steps in 17.8% and 26.9% overall yields, respectively.

Keywords::

• (+)-muricatacin
• (+)-epi-muricatacin
• total synthesis
• asymmetric epoxidation

Acknowledgments

This project was co-founded by the National Key Technologies R&D Program (No. 2011BAE06B04), National Hi-Tech R & D Program of China (No. 2011AA10A202), and Natural Science Foundation of China (No. 21172254).