Linked Life Data

18648690

Source:http://linkedlifedata.com/resource/pubmed/id/18648690

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
8
pubmed:dateCreated
2008-7-23
pubmed:abstractText
Butane-1,2-diacetals are selective protecting groups for trans-diequatorial-1,2-diols and have been widely used in carbohydrate chemistry. The scope of diacetal protection has been extended more recently to include other important hydroxylated chiral templates containing trans-1,2-diols, such as quinic and shikimic acids, the protection of which as diacetals leads to a strong conformational rigidity that induces excellent diastereoselectivity control. In addition, the chiral information stored in the diacetal backbone has also been exploited in the synthesis of important building blocks, such as glycerate, glycolate and tartrate diacetal derivatives. In this critical review, the synthetic power of the conformational rigidity and the chirality stored in the diacetal backbone is described. This phenomenon will be illustrated with recent examples of applications in the synthesis of natural products or biologically interesting compounds (80 references).
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:month
Aug
pubmed:issn
0306-0012
pubmed:author
pubmed:issnType
Print
pubmed:volume
37
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
1689-708
pubmed:year
2008
pubmed:articleTitle
The conformational rigidity of butane-1,2-diacetals as a powerful synthetic tool.
pubmed:affiliation
Departamento de Química Orgánica, Facultad de Química, Laboratorio de Química Orgánica (CSIC), Universidad de Santiago de Compostela, Santiago de Compostela, Spain.
pubmed:publicationType
Journal Article