Linked Life Data

2379199

Source:http://linkedlifedata.com/resource/pubmed/id/2379199

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
1
pubmed:dateCreated
1990-9-10
pubmed:abstractText
The synthesis of endo-5,6-exo-2,3-syn-7-norbornanepentol (5), endo-5-exo-2,3,6-syn-7-norbornanepentol (14), and 7-exo-2,3,5,6-norbornanepentol (16) are described. cis-Hydroxylation of 7-tert-butoxynorbornadiene (1) gave the exo-diol 2, endo-diol 3, and tetrol 4. The latter was deprotected to give pentol 5. Oxidation of alkene 6 afforded diacid 7 and two minor products: the exo-diol 8 and alpha-hydroxyketone 9. cis-Hydroxylation of 6 gave the endo- and exo-diols 10 and 8. Acetalation of 8 furnished the bis(dioxolane) 11. Reduction of ketone 9 gave the trans-diol 12. Deblocking of 8 and 12 led the tetrol 15 or pentols 16 and 14. The structure of tetrol 4 was confirmed by X-ray diffraction. Compounds 4, 5 and 16 were devoid of antitumor or antiviral activity.
pubmed:grant
pubmed:commentsCorrections
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
May
pubmed:issn
0008-6215
pubmed:author
pubmed:issnType
Print
pubmed:day
15
pubmed:volume
199
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
19-30
pubmed:dateRevised
2008-11-21
pubmed:meshHeading
pubmed:year
1990
pubmed:articleTitle
Synthesis of norbornanepentols: analogues of inositols.
pubmed:affiliation
Department of Chemistry, Michigan Cancer Foundation, Detroit.
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, P.H.S., Research Support, Non-U.S. Gov't