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Communication | Special issue | Vol 61, No. 1, 2003, pp.73-78
Published online, 1st September, 2003
DOI: 10.3987/COM-03-S44
Electrochemical Synthesis of Spiroisoxazole Derivatives and Its Application to Natural Products

Takahisa Ogamino, Yuichi Ishikawa, and Shigeru Nishiyama*

*Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan

Abstract

Efficient synthesis of the trans-spiroisoxazole (1) and its unnatural cis-isomer (2) was accomplished by employing anodic oxidation of 4, followed by Zn(BH4)2 reduction. This method was applied to an assembly of the carbon framework of zamamistatin (12).