Synthesis 2012; 44(21): 3296-3300
DOI: 10.1055/s-0032-1316776
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of the Structure Proposed for Natural Meliloester

Lu Ding
a   Ministry-of-Education Key Laboratory for Synthesis and Application of Organic Functional Molecules and School of Chemistry and Chemical Engineering, Hubei University, 11 Xueyuan Road, Wuhan 430062, P. R. of China
b   State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: yikangwu@sioc.ac.cn
,
Zhong-Han Li
b   State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: yikangwu@sioc.ac.cn
,
Xiao-Wei Lu
b   State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: yikangwu@sioc.ac.cn
,
Yikang Wu*
b   State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: yikangwu@sioc.ac.cn
,
Yan Li*
a   Ministry-of-Education Key Laboratory for Synthesis and Application of Organic Functional Molecules and School of Chemistry and Chemical Engineering, Hubei University, 11 Xueyuan Road, Wuhan 430062, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 17 July 2012

Accepted after revision: 20 August 2012

Publication Date:
31 August 2012 (online)


Abstract

In an attempt to establish the absolute configuration of meliloester, a natural product isolated from Melilotus alba, the literature structure was synthesized in an enantiopure form. Unexpectedly, the 1H and 13C NMR data was completely incompatible with those reported for the natural product. The corresponding m-hydroxy isomer was also excluded as the structure for the natural product.

Supporting Information