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Note | Regular issue | Vol 53, No. 7, 2000, pp.1573-1578
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8908
The First and Simple Total Synthesis of Cappariloside A

Masanori Somei* and Fumio Yamada

*Faculty of Pharmaceutical Sciences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

A lithium hydroxide promoted simple glycosylation of 4-hydroxyindole-3-acetonitrile with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide was developed. Utilizing the method, the first and five steps total synthesis of cappariloside A was achieved from indole-3-carbaldehyde in 41% overall yield.