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Efficient Synthesis of Eight‐Membered Nitrogen Heterocycles from O‐Propargylic Oximes by Rhodium‐Catalyzed Cascade Reactions
Authors:Prof?Dr Itaru Nakamura  Yoshinori Sato  Keisuke Takeda  Prof?Dr Masahiro Terada
Institution:1. Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, 6‐3 Aramaki Aza Aoba, Aoba‐ku, Sendai, 980‐8578 (Japan), Fax: (+81)?22‐795‐6602;2. Department of Chemistry, Graduate School of Science, Tohoku University, 6‐3 Aramaki Aza Aoba, Aoba‐ku, Sendai, 980‐8578 (Japan)
Abstract:Azocine derivatives were successfully synthesized from O‐propargylic oximes by means of a Rh‐catalyzed 2,3‐rearrangement/heterocyclization cascade reaction. Moreover, the chirality of the substrate was maintained throughout the cascade process to afford the corresponding optically active azocines.
Keywords:cascade reactions  chirality  nitrogen heterocycles  rearrangement  rhodium
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