Total Synthesis of 4″‐O‐Acetylmananthoside B, Part I: Synthesis and Tentative Ozonolysis of a Cyclohexadiene Derivative

Abstract

A cyclohexadiene derivative cis‐N,N‐diethyl‐2‐benzyloxymethyl‐1,2‐dihydrobenzamide 8 was constructed from γ‐butyrolactone I for the total synthesis of a natural product 4″‐O‐acetylmananthoside B, which was reported to display significant cytotoxic activity. Preliminary ozonolysis of 8 for further synthetic purposes was also carried out.

Keywords:

• Cyclohexadiene
• Diels–Alder reaction
• ozonolysis
• total synthesis

Acknowledgment

The authors express sincere gratitude to Guiyun Duan and Datong Zhang for their valuable discussions.