Document Detail


Diastereoselectivity-switchable and highly enantioselective 1,3-dipolar cycloaddition of nitrones to alkylidene malonates.
MedLine Citation:
PMID:  15128265     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
Trisoxazoline 1/Co(ClO(4))(2).6H(2)O catalyzed the 1,3-cycloaddition between nitrones 3 with alkylidene malonates 2 at 0 degrees C to give the isoxazolidines with both high enantioselectivity and high exo selectivity. However, when the temperature was lowered from 0 to -40 degrees C, the same cycloaddition afforded endo isomers as the major products with good to high enantioselectivity. A mechanism is provided.
Authors:
Zheng-Zheng Huang; Yan-Biao Kang; Jian Zhou; Meng-Chun Ye; Yong Tang
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Organic letters     Volume:  6     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2004 May 
Date Detail:
Created Date:  2004-05-06     Completed Date:  2005-01-04     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1677-9     Citation Subset:  -    
Affiliation:
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 200032 Shanghai, China.
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