Document Detail

Dipole-LUMO/dipolarophile-HOMO controlled asymmetric cycloadditions of carbonyl ylides catalyzed by chiral Lewis acids.
MedLine Citation:
PMID:  17880234     Owner:  NLM     Status:  PubMed-not-MEDLINE    
We have found the first successful example of reverse-electron-demand dipole-LUMO/dipolarophile-HOMO controlled cycloaddition reactions between carbonyl ylides, which were generated from o-methoxycarbonyl-alpha-diazoacetophenone and their acyl derivatives as precursors, and vinyl ether derivatives with high levels of asymmetric induction (97-77% ee) using chiral 2,6-(oxazolinyl)pyridine-Eu(III) or binaphthyldiimine-Ni(II) complexes as chiral Lewis acid catalysts.
Hiroyuki Suga; Daisuke Ishimoto; Satoshi Higuchi; Motoo Ohtsuka; Tadashi Arikawa; Teruko Tsuchida; Akikazu Kakehi; Toshihide Baba
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Publication Detail:
Type:  Journal Article     Date:  2007-09-20
Journal Detail:
Title:  Organic letters     Volume:  9     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2007 Oct 
Date Detail:
Created Date:  2007-10-04     Completed Date:  2007-11-26     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  4359-62     Citation Subset:  -    
Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University, Wakasato, Nagano 380-8553, Japan.
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