Linked Life Data

20462242

Source:http://linkedlifedata.com/resource/pubmed/id/20462242

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
11
pubmed:dateCreated
2010-5-28
pubmed:abstractText
In(I)OTf has been uncovered as an effective Lewis acid catalyst for unprecedented nucleophilic substitution of acetals or ketals with allylboronates. A transmetalative S(N)1 mechanism is proposed in which a single In(I) center acts as a dual catalyst to activate both reagents sequentially. Contrary to the classic gamma-selectivity of allylsilanes (Hosomi-Sakurai reaction), this In(I)-catalyzed borono variant displays distinct alpha-selectivity. Substrate scope and functional group tolerance proved to be excellent.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Jun
pubmed:issn
1523-7052
pubmed:author
pubmed:issnType
Electronic
pubmed:day
4
pubmed:volume
12
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
2488-91
pubmed:meshHeading
pubmed:year
2010
pubmed:articleTitle
Unusual carbon-carbon bond formations between allylboronates and acetals or ketals catalyzed by a peculiar indium(I) Lewis acid.
pubmed:affiliation
Department of Chemistry, School of Science and Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, JST, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't