Document Detail


Diastereoselective chelation-controlled additions to β-silyloxy aldehydes.
MedLine Citation:
PMID:  22721430     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A general diastereoselective method for the addition of dialkylzincs and (E)-di- and (E)-trisubstituted vinylzinc reagents to β-silyloxy aldehydes is presented. This method employs alkyl zinc triflate and nonaflate Lewis acids and affords chelation-controlled products (6:1 to > 20:1 dr).
Authors:
Gretchen R Stanton; Meara C Kauffman; Patrick J Walsh
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.     Date:  2012-06-21
Journal Detail:
Title:  Organic letters     Volume:  14     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2012 Jul 
Date Detail:
Created Date:  2012-07-06     Completed Date:  2012-11-07     Revised Date:  2013-07-12    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3368-71     Citation Subset:  IM    
Affiliation:
P. Roy and Diana T. Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA.
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MeSH Terms
Descriptor/Qualifier:
Alcohols / chemical synthesis*,  chemistry
Aldehydes / chemistry*
Chelating Agents / chemistry*
Molecular Structure
Organometallic Compounds / chemistry*
Stereoisomerism
Zinc / chemistry*
Grant Support
ID/Acronym/Agency:
1S10RR23444-1/RR/NCRR NIH HHS; R01 GM058101/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Alcohols; 0/Aldehydes; 0/Chelating Agents; 0/Organometallic Compounds; 7440-66-6/Zinc
Comments/Corrections

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