Linked Life Data

18767107

Source:http://linkedlifedata.com/resource/pubmed/id/18767107

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
30
pubmed:dateCreated
2008-10-16
pubmed:abstractText
The organocatalytic conjugate addition of different aldehydes to beta-nitroacrolein dimethyl acetal, generating the corresponding highly functionalized nitroaldehydes in high yields and with high stereoselectivities, has been studied in detail. These transformations have been achieved by using both readily available starting materials in a 1:1 ratio as well as commercially available catalysts at a 10 mol % catalyst loading. Furthermore, a very short and efficient protocol has been devised for the preparation of highly enantioenriched pyrrolidines containing two or three contiguous stereocenters starting from the obtained Michael adducts. 3,4-Disubstituted pyrrolidines have been obtained in a single step by Zn-mediated chemoselective reduction of the nitro group followed by intramolecular reductive amination, and trisubstituted homoproline derivatives have been prepared by means of an olefination reaction and a cascade process involving chemoselective reduction of the nitro group followed by a fully diastereoselective intramolecular aza- Michael reaction.
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:issn
0947-6539
pubmed:author
pubmed:issnType
Print
pubmed:volume
14
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
9357-67
pubmed:dateRevised
2009-8-4
pubmed:year
2008
pubmed:articleTitle
Organocatalytic enantioselective synthesis of highly functionalized polysubstituted pyrrolidines.
pubmed:affiliation
Departamento de Química Orgánica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco/, Euskal Herriko Unibertsitatea, P.O. Box 644, 48080 Bilbao, Spain.
pubmed:publicationType
Journal Article