Linked Life Data

19499919

Source:http://linkedlifedata.com/resource/pubmed/id/19499919

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
25
pubmed:dateCreated
2009-6-25
pubmed:abstractText
The transition metal catalyzed allylic amination represents a powerful and versatile cross-coupling for the asymmetric construction of stereogenic C-N bonds that are present in secondary metabolites and medicinally important agents. We have developed a regio- and enantiospecific rhodium-catalyzed allylic amination reaction using the aza-ylide derived from 1-aminopyridinium iodide. This investigation demonstrates the importance of the ylide-stabilizing group for obtaining the desired nucleophilicity and the ability to utilize the aza-ylide as a commercially available ammonia equivalent, which serves to illustrate the synthetic potential of this nucleophile for the preparation of primary amines. Overall, this work provides an opportunity to investigate the utility of this new class of nucleophiles in related metal-catalyzed reactions.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Jul
pubmed:issn
1520-5126
pubmed:author
pubmed:issnType
Electronic
pubmed:day
1
pubmed:volume
131
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
8722-3
pubmed:meshHeading
pubmed:year
2009
pubmed:articleTitle
Unlocking ylide reactivity in the metal-catalyzed allylic substitution reaction: stereospecific construction of primary allylic amines with aza-ylides.
pubmed:affiliation
Department of Chemistry, The University of Liverpool, Liverpool, L69 7ZD, UK. Andrew.Evans@liverpool.ac.uk
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't, Research Support, N.I.H., Extramural