Document Detail

Stereoselective syntheses of L-pipecolic acid and (2S,3S)-3-hydroxypipecolic acid from a chiral N-imino-2-phenyl-1,2-dihydropyridine intermediate.
MedLine Citation:
PMID:  20184299     Owner:  NLM     Status:  MEDLINE    
Stereoselective syntheses of L-pipecolic acid and (2S,3S)-3-hydroxypipecolic acid were achieved from a chiral N-imino-2-phenyl-1,2-dihydropyridine intermediate. The 3-hydroxy substituent of the latter amino acid was introduced by hetero-Diels-Alder reaction of singlet oxygen with the 1,2-dihydropyridine.
Alexandre Lemire; Andr? B Charette
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  75     ISSN:  1520-6904     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2010 Mar 
Date Detail:
Created Date:  2010-03-12     Completed Date:  2010-06-17     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2077-80     Citation Subset:  IM    
D?partement de chimie, Universit de Montr?al, P.O. Box 6128, Station Downtown, Montr?al, Qu?bec, Canada, H3C 3J7.
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MeSH Terms
Dihydropyridines / chemistry*
Molecular Structure
Pipecolic Acids / chemical synthesis*,  chemistry*
Reg. No./Substance:
0/3-hydroxypipecolic acid; 0/Dihydropyridines; 0/Pipecolic Acids

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