Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
47
pubmed:dateCreated
2004-11-25
pubmed:abstractText
We report the regiospecific, rhodium-catalyzed borylation of saturated terminal C-H bonds in molecules with existing functionality. Moderate to good yields were obtained with the organic substrate in excess and as limiting reagent. The borylations of trialkylamines, protected alcohols, protected ketones, and fluoroalkanes occurred regiospecifically at the methyl group that is least sterically hindered. Reactions were also conducted that probed electronic effects on the alkyl borylation. These reactions showed that the borylation occurred preferentially at the methyl group that is most electron-deficient. Methods to conduct tandem borylation of C-H bonds and conversion of the resulting boronate esters to alcohols, alkylarenes, and alkyltrifluoroborates were also developed.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Dec
pubmed:issn
0002-7863
pubmed:author
pubmed:issnType
Print
pubmed:day
1
pubmed:volume
126
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
15334-5
pubmed:dateRevised
2008-1-17
pubmed:meshHeading
pubmed:year
2004
pubmed:articleTitle
Regiospecific functionalization of methyl C-H bonds of alkyl groups in reagents with heteroatom functionality.
pubmed:affiliation
Department of Chemistry, Yale University, P.O. Box 208107, New Haven, CT 06520-8107, USA.
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, P.H.S., Research Support, U.S. Gov't, Non-P.H.S., Research Support, Non-U.S. Gov't