Document Detail


New stereoselective intramolecular
MedLine Citation:
PMID:  11076609     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Efficient 1,4-asymmetric induction has been achieved in the highly stereocontrolled intramolecular [2 + 2] cycloadditions between ketenimines and imines, leading to 1,2-dihydroazeto[2, 1-b]quinazolines. The chiral methine carbon adjacent to the iminic nitrogen controls the exclusive formation of the cycloadducts with relative trans configuration at C2 and C8. The stepwise mechanistic model, based on theoretical calculations, fully supports the stereochemical outcome of these cycloadditions.
Authors:
Alajarin; Vidal; Tovar; Ramirez De Arellano MC; Cossio; Arrieta; Lecea
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Publication Detail:
Type:  JOURNAL ARTICLE    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  65     ISSN:  1520-6904     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2000 Nov 
Date Detail:
Created Date:  2000-11-15     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  UNITED STATES    
Other Details:
Languages:  Eng     Pagination:  7512-5     Citation Subset:  -    
Affiliation:
Farmazi Fakultatea, Euskal Herriko Unibertsitatea, P. K. 450, 01080 Vitoria-Gasteiz, Spain.
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