Source:http://linkedlifedata.com/resource/pubmed/id/16898840
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
17
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pubmed:dateCreated |
2006-8-10
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pubmed:abstractText |
[reaction; see text] A general and practical procedure for the highly diastereoselective preparation of either the cis- or trans-beta,gamma-disubstituted-gamma-butyrolactones by appropriate choice of Lewis or Bronsted acid catalysts during crotylboration or lactonization is reported. The cis-stereochemistry of the Z-crotylboration product can be inverted with strong acids during lactonization. A carbocation mechanism and catalytic cycle has been proposed.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:status |
PubMed-not-MEDLINE
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pubmed:month |
Aug
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pubmed:issn |
1523-7060
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
17
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pubmed:volume |
8
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3877-9
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pubmed:year |
2006
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pubmed:articleTitle |
Control of stereochemistry: a general synthesis of cis- or trans-beta,gamma-disubstituted-gamma-butyrolactones following Z-crotylboration.
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pubmed:affiliation |
Herbert C. Brown Center for Borane Research, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA. chandran@purdue.edu
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pubmed:publicationType |
Journal Article
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