|
rdf:type |
|
|
lifeskim:mentions |
umls-concept:C0002508,
umls-concept:C0014996,
umls-concept:C0020926,
umls-concept:C0028822,
umls-concept:C0041177,
umls-concept:C0066087,
umls-concept:C0068935,
umls-concept:C0205103,
umls-concept:C0220781,
umls-concept:C0443286,
umls-concept:C0598142,
umls-concept:C1511695,
umls-concept:C1883254
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|
pubmed:issue |
11
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pubmed:dateCreated |
2002-5-24
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|
pubmed:abstractText |
Nucleophilic substitution of 2beta-mesyloxymethyl-N-methyl-3beta-p-tolyl-tropane intermediate with alkoxides, metal imides, or amines was found to lead not only to the expected bicyclo[3.2.1]octane (tropane) ether, imide, and amine derivatives but also to unexpected bicyclo[3.2.2]nonane derivatives. When alkoxides were used as nucleophile, only the rearranged bicyclo[3.2.2]nonane structure was obtained, whereas the use of amines or imides as nucleophile afforded a mixture of the two structures. The bicyclo[3.2.2]nonane structure was assigned by NMR analysis.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
|
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pubmed:status |
MEDLINE
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pubmed:month |
May
|
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pubmed:issn |
0022-3263
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pubmed:author |
|
|
pubmed:issnType |
Print
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pubmed:day |
31
|
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pubmed:volume |
67
|
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
|
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pubmed:pagination |
3637-42
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
|
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pubmed:year |
2002
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pubmed:articleTitle |
Rearrangement of a mesylate tropane intermediate in nucleophilic substitution reactions. Synthesis of aza-bicyclo[3.2.1]octane and aza-bicyclo[3.2.2]nonane ethers, imides, and amines.
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|
pubmed:affiliation |
Department of Psychiatry, Yale University and VA CT HCS, West Haven, Connecticut, USA.
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|
pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, Non-P.H.S.,
Research Support, Non-U.S. Gov't
|
