Rhodium‐catalyzed Asymmetric Ring‐opening Reactions of  N ‐Boc‐azabenzonorbornadiene with  N ‐Substituted Piperazine Nucleophiles | Zendy

Wu Yuhua | Zendy; Yang Dingqiao | Zendy; Zeng Heping | Zendy; Xie Lei | Zendy; Wu Lihuan | Zendy; Mo Haihong | Zendy; Zuo Xiongjun | Zendy

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Rhodium‐catalyzed Asymmetric Ring‐opening Reactions of N ‐Boc‐azabenzonorbornadiene with N ‐Substituted Piperazine Nucleophiles

Author(s) -

Wu Yuhua,

Yang Dingqiao,

Zeng Heping,

Xie Lei,

Wu Lihuan,

Mo Haihong,

Zuo Xiongjun

Publication year - 2010

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201090059

Subject(s) - chemistry , piperazine , nucleophile , enantiomer , medicinal chemistry , ring (chemistry) , catalysis , ligand (biochemistry) , diamine , rhodium , enantiomeric excess , stereochemistry , enantioselective synthesis , organic chemistry , receptor , biochemistry

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 ‐Bu 2 , 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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