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Axially Chiral Macrocyclic E-Alkene Bearing Bisazole Component Formed by Sequential C-H Homocoupling and Ring-Closing Metathesis.
MedLine Citation:
PMID:  22551297     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Clipping by ring-closing metathesis freezes rotation of a C-C bond to result in forming axial chirality. Treatment of bisbenzimidazole bearing an N-(3-butenyl) substituent with a Grubbs' catalyst undergoes ring-closing metathesis, in which the stereochemistry of the thus formed olefin was exclusively E-form. Analysis by HPLC with a chiral stationary column confirmed clear baseline separation of each enantiomer.
Authors:
Shotaro Nishio; Takashi Somete; Atsushi Sugie; Tohru Kobayashi; Tsuyoshi Yaita; Atsunori Mori
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-5-2
Journal Detail:
Title:  Organic letters     Volume:  -     ISSN:  1523-7052     ISO Abbreviation:  -     Publication Date:  2012 May 
Date Detail:
Created Date:  2012-5-3     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Department of Chemical Science and Engineering, Kobe University , 1-1 Rokkodai, Nada, Kobe 657-8501, Japan, and Quantum Beam Science Directorate, Japan Atomic Energy Agency , 1-1-1 Koto, Sayo-cho, Sayo-gun, Hyogo 679-5148, Japan.
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