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Paper | Special issue | Vol 86, No. 1, 2012, pp.317-330
Published online, 28th May, 2012
DOI: 10.3987/COM-12-S(N)12
Selenium Oxide Oxidation of Hexahydro-1,5-imino-3-benzazocine-7,10-dione in Aliphatic Alcohol for Conversion of Renieramycin Marine Natural Products

Mayuko Mori, Naomi Daikuhara, Junya Yamada, and Naoki Saito*

*Meiji College of Pharmacy, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan

Abstract

A selenium oxide oxidation of hexahydro-1,5-imino-3-benzazocine-7,10-dione derivatives in several aliphatic alcohols to generate C-6 ether derivatives stereoselectively is described. This procedure shows promise for the construction of several renieramycins, such as renieramycins B, D, and V. The results of cytotoxicity studies are also presented.