Catalytic Asymmetric Iodocyclization of N-Tosyl Alkenamides using Aminoiminophenoxy Copper Carboxylate: A Concise Synthesis of Chiral 8-Oxa-6-Azabicyclo[3.2.1]octanes

A newly developed aminoiminophenoxy copper carboxylate (L7‐Cu‐OAc)‐catalyzed asymmetric iodocyclization of N‐Tosyl alkenamides gave O‐cyclized products in good yields with high enantioselectivity. From the O‐cyclized products, a skeletal transformation was succeeded in the synthesis of biologically...

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Veröffentlicht in:	Angewandte Chemie International Edition 2015-10, Vol.54 (43), p.12767-12771
Hauptverfasser:	Arai, Takayoshi, Watanabe, Ohji, Yabe, Shinnosuke, Yamanaka, Masahiro
Format:	Artikel
Sprache:	eng
Schlagworte:	Amides - chemistry Anions asymmetric catalysis Asymmetry Carboxylates Carboxylic Acids - chemistry Catalysis Catalysts Copper Copper - chemistry Crystallography, X-Ray Cyclization DFT calculations Halogenation Hydrogen bonding Iodine - chemistry Mathematical analysis Models, Molecular Stereoisomerism Synthesis Tosyl Compounds - chemistry Tropanes - chemical synthesis Tropanes - chemistry
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