Ru(CO)-salen-Catalyzed Synthesis of Enantiopure Aziridinyl Ketones and Formal Asymmetric Synthesis of (+)-PD 128907

Yasuaki Fukunaga, Tatsuya Uchida, Yutaro Ito, Kenji Matsumoto and Tsutomu Katsuki*

*Department of Chemistry, Faculty of Science, Graduate School, Kyushu University, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan, Email: katsusccchem.kyushu-univ.jp

Y. Fukunaga, T. Uchida, Y. Ito, K. Matsumoto, T. Katsuki, Org. Lett., 2012, 14, 4658-4661.

DOI: 10.1021/ol302095r

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Abstract

Aziridination of vinyl ketones using SESN₃ in the presence of a Ru(CO)-salen complex provides synthetically useful enantiopure aziridinyl ketones. A formal asymmetric synthesis of (+)-PD 128907 was achieved in an eight-step sequence via aziridination.

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Key Words

Aziridination

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ID: J54-Y2012-2960