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    
Abstract/OtherAbstract:
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.
Authors:
Hiroyuki Suga; Daisuke Ishimoto; Satoshi Higuchi; Motoo Ohtsuka; Tadashi Arikawa; Teruko Tsuchida; Akikazu Kakehi; Toshihide Baba
Related Documents :
20928894 - Synthesis of enantiopure trans-n-boc-3-aminobicyclo[2.2.2]octane-2-carboxylic acids and...
22013744 - Novel substrate (algal protein) for cultivation of rhodospirillum rubrum.
21692474 - Voltammetric determination of the antioxidant capacity in wine samples using a carbon n...
16092884 - Catalytic asymmetric synthesis with rh-diene complexes: 1,4-addition of arylboronic aci...
18818754 - Role of linoleic acid hydroperoxide preformed by cyclooxygenase-1 or -2 on the regulati...
23411004 - Investigation of thermal decomposition of ascorbic acid by tg-ftir and thermal kinetics...
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:  -    
Affiliation:
Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University, Wakasato, Nagano 380-8553, Japan. sugahio@shinshu-u.ac.jp
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Synthesis of the ABCD trioxadispiroketal subunit of azaspiracid-1: an iodoetherification-dehydroiodi...
Next Document:  Interaction and transport of poly(L-lysine) dendrigrafts through liposomal and cellular membranes: t...