Linked Life Data

20151437

Source:http://linkedlifedata.com/resource/pubmed/id/20151437

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
12
pubmed:dateCreated
2010-3-24
pubmed:abstractText
A facile and highly stereoselective construction of heavily functionalized chiral tetrahydronaphthalene skeletons fused with an oxazolidine moiety has been developed. The process involves an organocatalytic tandem Michael/nitrone formation/intramolecular [3+2] nitrone-olefin cycloaddition in aqueous media. Using rationally designed substrates, the reaction conditions have been optimized and the one-pot process has been applied to a series of nitroolefin acrylates and aldehydes. The N-hydroxyphenylamine component used in the second step has also been varied. The stereochemistry of one product has been verified by an X-ray crystal structure determination. The water used in the strategy not only constitutes an environmentally benign solvent, but also helps to improve the reactivity and stereoselectivity.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Mar
pubmed:issn
1521-3765
pubmed:author
pubmed:issnType
Electronic
pubmed:day
22
pubmed:volume
16
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
3842-8
pubmed:meshHeading
pubmed:year
2010
pubmed:articleTitle
Water--more than just a green solvent: a stereoselective one-pot access to all-chiral tetrahydronaphthalenes in aqueous media.
pubmed:affiliation
Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371, Singapore.
pubmed:publicationType
Journal Article