Rhodium-catalyzed Asymmetric Ring-opening Reactions of N-Boc-azabenzonorbornadiene with N-Substituted Piperazine Nucleophiles |
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| Authors: | Long Yuhua Yang Dingqiao Zeng Heping Xie Lei Wu Lihuan Mo Haihong Zuo Xiongjun |
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| Institution: | 1. School of Chemistry and Environment, South China Normal University, Guangzhou, Guangdong 510006, China;2. Tel.: 0086‐020‐39310068;3. Fax: 0086‐020‐39310187 |
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| Abstract: | Asymmetric ring‐opening reactions of N‐Boc‐azabenzonorbornadiene with N‐substituted piperazine nucleophiles in the presence of 5 mol% of Rh(COD)Cl]2 and 10 mol% of chiral ligand, (R,S)‐PPF‐P‐t‐Bu2, gave the corresponding 1,2‐diamine product in moderate to excellent yields (up to 95%) with reasonable enantiomeric excesses (up to 70% ee). The results showed that the nature of ligands had significant influence on the yields and the enantiomeric excesses. |
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| Keywords: | rhodium catalyst N‐boc‐azabenzonorbornadiene asymmetric ring‐opening reaction chiral bisphosphine ligand |
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