Concise Construction of N-Alkylated Phenazinone Skeletons: Synthesis of Lavanducyanin (WS-9659A)

Yoshiharu Kinoshita; Hidenori Watanabe; Takeshi Kitahara; Kenji Mori

doi:10.1055/s-1995-4905

Synlett 1995; 1995(2): 186-188
DOI: 10.1055/s-1995-4905

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Concise Construction of N-Alkylated Phenazinone Skeletons: Synthesis of Lavanducyanin (WS-9659A)

Yoshiharu Kinoshita, Hidenori Watanabe, Takeshi Kitahara^* , Kenji Mori

^*Department of Applied Biological Chemistry, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113, Japan

Abstract

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One step construction of phenazinone skeletons with complex alkyl substituents was achieved via the reaction of trialkylsiloxyphenazines A) with in situ prepared triflates, or with allylic halides B) in the presence of silver triflate or C) under high pressure. The method A and C were applied to the synthesis of lavanducyanin (WS-9659A) 2.

Phenazine Antibiotics - Lavanducyanin - High Pressure Reaction

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