Document Detail


Intramolecular vinylsilane-oxocarbenium condensations: concise assembly of cis-bicyclic ether arrays.
MedLine Citation:
PMID:  17676858     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Lewis acid-mediated intramolecular attack of vinylsilanes at tethered oxonium precursors 1 results in a rapid assembly of the cis-fused bicyclic ether species 3, with complete regio- and stereospecific control, and in some cases near-quantitative yield. Continued investigation suggests a general approach to a variety of such ether frameworks.
Authors:
Stephen Philip Fearnley; Pedro Lory
Related Documents :
19630398 - Hydrogen-bonding asymmetric metal catalysis with alpha-amino acids: a simple and tunabl...
18582068 - Kinetic resolution of racemic carboxylic acids by an l-histidine-derived sulfonamide-in...
19099068 - 1-phosphabarrelene complexes of palladium and their use in suzuki-miyaura coupling reac...
6647028 - Synthesis of pptppp via phosphotriester intermediates.
19191968 - Effect of gamma-irradiation on membrane fatty acids and peptidoglycan's muropeptides of...
14768818 - Effects of salinity on endogenous aba, iaa, ja, and sa in iris hexagona.
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2007-08-04
Journal Detail:
Title:  Organic letters     Volume:  9     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2007 Aug 
Date Detail:
Created Date:  2007-08-23     Completed Date:  2007-11-09     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3507-10     Citation Subset:  IM    
Affiliation:
Department of Chemistry & Physics, Lamar University, P.O. Box 10022, Beaumont, Texas 77710, USA. fearnley@york.cuny.edu
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Bicyclo Compounds / chemical synthesis*,  chemistry
Cyclization
Ethers, Cyclic / chemical synthesis*,  chemistry
Molecular Structure
Oxygen / chemistry
Silanes / chemistry*
Stereoisomerism
Vinyl Compounds / chemistry*
Chemical
Reg. No./Substance:
0/Bicyclo Compounds; 0/Ethers, Cyclic; 0/Silanes; 0/Vinyl Compounds; 0/vinylsilane; 7782-44-7/Oxygen

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


Previous Document:  The first N-heterocyclic carbene-based nickel catalyst for C-S coupling.
Next Document:  Practical asymmetric Henry reaction catalyzed by a chiral diamine-Cu(OAc)2 complex.