First Diastereoselective Chiral Synthesis of (−)-Securinine

A diastereoselective total synthesis of securinine in optically pure form was achieved by employing ring-closing metathesis of the corresponding dienyne compound as a key step.

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Bibliographic Details
Published inOrganic letters Vol. 6; no. 1; pp. 87 - 89
Main Authors Honda, Toshio, Namiki, Hidenori, Kaneda, Kyosuke, Mizutani, Hirotake
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 08.01.2004
Amer Chemical Soc
Subjects
Alkaloids - chemical synthesis
Azepines - chemical synthesis
Chemistry
Chemistry, Organic
Heterocyclic Compounds, 4 or More Rings - chemical synthesis
Heterocyclic Compounds, Bridged-Ring
Lactones - chemical synthesis
Models, Chemical
Molecular Structure
Physical Sciences
Pipecolic Acids - chemistry
Piperidines - chemical synthesis
Science & Technology
Stereoisomerism
SECURINEGA ALKALOIDS
ASYMMETRIC-SYNTHESIS
VIROSECURININE
ACID-CATALYZED BENZYLATION
HOFFM
METATHESIS
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Summary:A diastereoselective total synthesis of securinine in optically pure form was achieved by employing ring-closing metathesis of the corresponding dienyne compound as a key step.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0361251