Ru(CO)-salen-catalyzed synthesis of enantiopure aziridinyl ketones and formal asymmetric synthesis of (+)-PD 128907.

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

Department of Chemistry, Faculty of Science, Graduate School, Kyushu University, Hakozaki, Fukuoka 812-8581, Japan.

Organic letters 2012 Sep 7

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Aziridination of vinyl ketones using SESN(3) in the presence Ru(CO)-salen complex 1 provides the enantiopure aziridinyl ketones that can serve as useful chiral building blocks. A formal asymmetric synthesis of (+)-PD 128907 was achieved in an eight-step sequence via aziridination.

Citation

Yasuaki Fukunaga, Tatsuya Uchida, Yutaro Ito, Kenji Matsumoto, Tsutomu Katsuki. Ru(CO)-salen-catalyzed synthesis of enantiopure aziridinyl ketones and formal asymmetric synthesis of (+)-PD 128907. Organic letters. 2012 Sep 7;14(17):4658-61