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Organocatalytic Activation of the Leaving Group in the Intramolecular Asymmetric SN2′ Reaction |
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| Authors: | Yusuke Kuroda Dr Shingo Harada Akinori Oonishi Dr Yousuke Yamaoka Prof?Dr Ken‐ichi Yamada Prof?Dr Kiyosei Takasu |
| Institution: | Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo‐ku, Kyoto 606‐8501 (Japan) |
| Abstract: | A Brønsted‐acid‐catalyzed intramolecular enantioselective SN2′ reaction was developed utilizing trichloroacetimidate as a leaving group. The findings indicated that dual activation of the substrates is operative. This metal‐free allylic alkylation allows highly enantioselective access to 2‐vinylpyrrolidines bearing various substituents. |
| Keywords: | asymmetric catalysis nucleophilic substitution organocatalysis pyrrolidines |