Total Synthesis of Lagerstannin C: Follow-up of the Khanbabaee’s SynthesisThe Ministry of Education, Culture, Sports Science & Technology in Japan supported the program for the Strategic Research Foundation at Private Universities (S1311046), JSPS KAKENHI (Grant Number JP15K13650, JP16H01163 in Middle Molecular Strategy, and JP16KT0061) partly supported this work. We thank Osaka Synthetic Chemical Laboratories, Inc. for provision of EDCI·HCl
Received: 03 May 2017
Accepted after revision: 25 May 2017
20 July 2017 (eFirst)
This report describes the total synthesis of lagerstannin C, a natural ellagitannin that has d-gluconic acid in the molecule. The study presented here is the first synthesis of the gluconic acid containing ellagitannin. The key step in the synthesis is the opening of δ-lactone through transesterification to form the corresponding benzyl ester.