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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
16
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pubmed:dateCreated |
2007-7-27
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pubmed:abstractText |
A two-step, direct asymmetric synthesis of the trifluoroacetate ammonium salt of boroproline is reported. (-)-Sparteine-mediated lithiation of N-Boc-pyrrolidine afforded N-Boc-aminoboronic acid in good yield and enantioselectivity as determined by HPLC (pinanediol ester). Deprotection using TFA yielded the ammonium salt; full characterization data are presented, and the structure in aqueous solution and the occurrence of a B-N species are discussed.
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pubmed:commentsCorrections |
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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 |
Aug
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pubmed:issn |
0022-3263
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
3
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pubmed:volume |
72
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
6276-9
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pubmed:dateRevised |
2007-11-21
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pubmed:meshHeading |
pubmed-meshheading:17628110-Boron,
pubmed-meshheading:17628110-Boron Compounds,
pubmed-meshheading:17628110-Chemistry, Organic,
pubmed-meshheading:17628110-Chromatography, High Pressure Liquid,
pubmed-meshheading:17628110-Crystallography, X-Ray,
pubmed-meshheading:17628110-Hydrogen-Ion Concentration,
pubmed-meshheading:17628110-Magnetic Resonance Spectroscopy,
pubmed-meshheading:17628110-Models, Chemical,
pubmed-meshheading:17628110-Models, Molecular,
pubmed-meshheading:17628110-Molecular Conformation,
pubmed-meshheading:17628110-Proline,
pubmed-meshheading:17628110-Sparteine,
pubmed-meshheading:17628110-Stereoisomerism
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pubmed:year |
2007
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pubmed:articleTitle |
A (-)-sparteine-directed highly enantioselective synthesis of boroproline. Solid- and solution-state structure and properties.
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pubmed:affiliation |
Chemistry Department, Durham University, Science Laboratories, South Road, Durham, U.K.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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