Linked Life Data

17004292

Source:http://linkedlifedata.com/resource/pubmed/id/17004292

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
36
pubmed:dateCreated
2006-12-12
pubmed:abstractText
Naphthylboronic acids prepared as reported in the literature are contaminated with HCl. A very simple purification prior to their use in Suzuki-Miyaura couplings has been found to be crucial, rendering efficient some reactions that had been reported in the literature either to fail or to give extremely poor yields. With this improvement, parent boronic acids can be used instead of esters at moderate temperatures, and bromo derivatives can be used instead of iodo derivatives. Convenient access to chiral sterically hindered binaphthalene derivatives has been achieved through the use of boronic acids, bromonaphthalenes, and ferrocenylphosphane ligands. The products were obtained in good yields (95-55 %) and with good enantioselectivities (90-50 %). Bulkier ligands are less efficient in the coupling of hindered partners.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Dec
pubmed:issn
0947-6539
pubmed:author
pubmed:issnType
Print
pubmed:day
13
pubmed:volume
12
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
9346-52
pubmed:dateRevised
2009-8-4
pubmed:meshHeading
pubmed:year
2006
pubmed:articleTitle
Efficient synthesis of chiral 1,1'-binaphthalenes by the asymmetric suzuki-miyaura reaction: dramatic synthetic improvement by simple purification of naphthylboronic acids.
pubmed:affiliation
Química Inorgánica, Facultad de Ciencias, Universidad de Valladolid, 47005 Valladolid, Spain.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't