Document Detail


Highly regioselective, catalytic asymmetric reductive coupling of 1,3-enynes and ketones.
MedLine Citation:
PMID:  15987209     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
[reaction: see text] Highly regioselective, catalytic asymmetric reductive coupling reactions of 1,3-enynes and ketones have been achieved using catalytic amounts of Ni(cod)(2) and a P-chiral, monodentate ferrocenyl phosphine ligand. These couplings represent the first examples of catalytic, intermolecular reductive coupling of alkynes and ketones, enantioselective or otherwise, and afford synthetically useful 1,3-dienes possessing a quaternary carbinol stereogenic center in up to 70% ee.
Authors:
Karen M Miller; Timothy F Jamison
Related Documents :
20721379 - Asymmetric transfer hydrogenation of ketones catalyzed by rhodium complexes containing ...
25003979 - New chemistry from an old reagent: mono- and dinuclear macrocyclic uranium(iii) complex...
22412429 - {4,4'-dibromo-6,6'-dimeth-oxy-2,2'-[1,2-phenyl-enebis(nitrilo-methanylyl-idene)]-κo,n,...
22989089 - Millimeter-scale resolution of trace metal distributions in microbial mats from a hyper...
22921589 - The h(2)o(2)-sensitive hyper protein targeted to the endoplasmic reticulum as a mirror ...
15287789 - A soluble-polymer system for the asymmetric transfer hydrogenation of ketones.
15903869 - Hypersonic phononic crystals.
17827769 - A new sesquiterpene isolated from lindera aggregata (sims) kosterm.
12213469 - Highly-iodinated fullerene as a contrast agent for x-ray imaging.
Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Organic letters     Volume:  7     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2005 Jul 
Date Detail:
Created Date:  2005-06-30     Completed Date:  2006-04-26     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3077-80     Citation Subset:  IM    
Affiliation:
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, 02139, USA.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Alkynes / chemical synthesis*,  chemistry
Catalysis
Combinatorial Chemistry Techniques*
Indicators and Reagents
Ketones / chemical synthesis*,  chemistry
Molecular Structure
Oxidation-Reduction
Stereoisomerism
Grant Support
ID/Acronym/Agency:
1S10RR13886-01/RR/NCRR NIH HHS; GM-063755/GM/NIGMS NIH HHS; GM-072566/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Alkynes; 0/Indicators and Reagents; 0/Ketones

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


Previous Document:  Expeditious approach to 5-aroyl-pyrrolidinones by a novel PIFA-mediated alkyne amidation reaction.
Next Document:  Enynylation of 2-iodo-4-(phenylchalcogenyl)-1-butenes via intramolecular chelation: approach to the ...