Document Detail


Hydrophosphination of Propargylic Alcohols and Amines with Phosphine Boranes.
MedLine Citation:
PMID:  23427869     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The first uncatalyzed hydrophosphinations of propargylic amines and alcohols with phosphine- borane complexes are described. The reactions proceed at ambient temperature or below without the use of protecting groups or the need to handle pyrophoric secondary phosphines, furnishing air-stable phosphineborane-amines and alcohols in good yields. Utilization of chiral propargylic substrates and unsymmetrical secondary phosphineboranes leads to diastereomeric P-chiral products that can be separated by fractional crystallization or chromatography. Initial applications of these new P-X species to asymmetric catalysis are detailed.
Authors:
Carl A Busacca; Bo Qu; Elisa Farber; Nizar Haddad; Nicole Grět; Anjan K Saha; Magnus C Eriksson; Jiang-Ping Wu; Keith R Fandrick; Steve Han; Nelu Grinberg; Shengli Ma; Heewon Lee; Zhibin Li; Michael Spinelli; Austin Gold; Guijun Wang; Peter Wipf; Chris H Senanayake
Related Documents :
12593939 - Differentiated thermal crystallization from amorphous chenodeoxycholic acid between the...
23417819 - Mechanism of the methyltrioxorhenium-catalyzed deoxydehydration of polyols: a new pathw...
510469 - Cytogenetics of south american akodont rodents (cricetidae). v. segregation of chromoso...
20938939 - Host-guest inclusion compound from nitramine crystals exposed to condensed carbon dioxide.
25044239 - Vicinal solvent effect on supramolecular gelation: alcohol controlled topochemical reac...
20841919 - Experimental and predicted crystal structures of pigment red 168 and other dihalogenate...
8230229 - Cocrystals of escherichia coli trp repressor bound to an alternative operator dna seque...
24905269 - Zirconia-composite bonding after plasma of argon treatment.
21351789 - Nitrile hydration by thiolate- and alkoxide-ligated co-nhase analogues. isolation of co...
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-2-21
Journal Detail:
Title:  Organic letters     Volume:  -     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2013 Feb 
Date Detail:
Created Date:  2013-2-22     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Chemical Development, Boehringer-Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States, Department of Chemistry, Center for Chemical Methodologies and Library Development, University of Pittsburgh , 219 Parkman Avenue, Pittsburgh, Pennsylvania 15260, United States, and Department of Chemistry and Biochemistry, Old Dominion University , 4541 Hampton Boulevard, Norfolk, Virginia 23529, United States.
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:  Enhanced Intersystem Crossing Rate in Polymethine-Like Molecules: Sulfur-Containing Squaraines versu...
Next Document:  Vessels of Stone: Lenin's "circulatory disturbance of the brain".