Radical [3 + 2]-annulation of divinylcyclopropanes: rapid synthesis of complex meloscine analogs.
Identifieur interne : 001806 ( Main/Exploration ); précédent : 001805; suivant : 001807Radical [3 + 2]-annulation of divinylcyclopropanes: rapid synthesis of complex meloscine analogs.
Auteurs : Hanmo Zhang [États-Unis] ; Kyu Ok Jeon ; E Ben Hay ; Steven J. Geib ; Dennis P. Curran ; Matthew G. LaporteSource :
- Organic letters [ 1523-7052 ] ; 2014.
Descripteurs français
- KwdFr :
- MESH :
- synthèse chimique : Composés polycycliques, Cyclopropanes, Quinoléines.
- Composés polycycliques, Cyclisation, Cyclopropanes, Modèles moléculaires, Quinoléines, Structure moléculaire.
English descriptors
- KwdEn :
- MESH :
- chemical , chemical synthesis : Cyclopropanes, Polycyclic Compounds, Quinolines.
- chemical , chemistry : Cyclopropanes, Polycyclic Compounds, Quinolines.
- Cyclization, Models, Molecular, Molecular Structure.
Abstract
A radical [3 + 2]-divinylcyclopropane annulation cascade has been extended to encompass five D-ring variants of the meloscine/epimeloscine core structure. Representative ABCD tetracyclic intermediates were further elaborated with novel substituted E-rings through subsequent transformations of advanced intermediates that provided opportunities for late-stage variation of the B-ring (lactam) N-substituents which were also developed.
DOI: 10.1021/ol403078e
PubMed: 24313360
Affiliations:
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Le document en format XML
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Geib</name></author><author><name sortKey="Curran, Dennis P" sort="Curran, Dennis P" uniqKey="Curran D" first="Dennis P" last="Curran">Dennis P. Curran</name></author><author><name sortKey="Laporte, Matthew G" sort="Laporte, Matthew G" uniqKey="Laporte M" first="Matthew G" last="Laporte">Matthew G. 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Geib</name></author><author><name sortKey="Curran, Dennis P" sort="Curran, Dennis P" uniqKey="Curran D" first="Dennis P" last="Curran">Dennis P. Curran</name></author><author><name sortKey="Laporte, Matthew G" sort="Laporte, Matthew G" uniqKey="Laporte M" first="Matthew G" last="Laporte">Matthew G. Laporte</name></author></analytic><series><title level="j">Organic letters</title><idno type="eISSN">1523-7052</idno><imprint><date when="2014" type="published">2014</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Cyclization</term><term>Cyclopropanes (chemical synthesis)</term><term>Cyclopropanes (chemistry)</term><term>Models, Molecular</term><term>Molecular Structure</term><term>Polycyclic Compounds (chemical synthesis)</term><term>Polycyclic Compounds (chemistry)</term><term>Quinolines (chemical synthesis)</term><term>Quinolines (chemistry)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Composés polycycliques ()</term><term>Composés polycycliques (synthèse chimique)</term><term>Cyclisation</term><term>Cyclopropanes ()</term><term>Cyclopropanes (synthèse chimique)</term><term>Modèles moléculaires</term><term>Quinoléines ()</term><term>Quinoléines (synthèse chimique)</term><term>Structure moléculaire</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Cyclopropanes</term><term>Polycyclic Compounds</term><term>Quinolines</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Cyclopropanes</term><term>Polycyclic Compounds</term><term>Quinolines</term></keywords><keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>Composés polycycliques</term><term>Cyclopropanes</term><term>Quinoléines</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Cyclization</term><term>Models, Molecular</term><term>Molecular Structure</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Composés polycycliques</term><term>Cyclisation</term><term>Cyclopropanes</term><term>Modèles moléculaires</term><term>Quinoléines</term><term>Structure moléculaire</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">A radical [3 + 2]-divinylcyclopropane annulation cascade has been extended to encompass five D-ring variants of the meloscine/epimeloscine core structure. Representative ABCD tetracyclic intermediates were further elaborated with novel substituted E-rings through subsequent transformations of advanced intermediates that provided opportunities for late-stage variation of the B-ring (lactam) N-substituents which were also developed.</div></front></TEI><affiliations><list><country><li>États-Unis</li></country></list><tree><noCountry><name sortKey="Curran, Dennis P" sort="Curran, Dennis P" uniqKey="Curran D" first="Dennis P" last="Curran">Dennis P. Curran</name><name sortKey="Geib, Steven J" sort="Geib, Steven J" uniqKey="Geib S" first="Steven J" last="Geib">Steven J. Geib</name><name sortKey="Hay, E Ben" sort="Hay, E Ben" uniqKey="Hay E" first="E Ben" last="Hay">E Ben Hay</name><name sortKey="Jeon, Kyu Ok" sort="Jeon, Kyu Ok" uniqKey="Jeon K" first="Kyu Ok" last="Jeon">Kyu Ok Jeon</name><name sortKey="Laporte, Matthew G" sort="Laporte, Matthew G" uniqKey="Laporte M" first="Matthew G" last="Laporte">Matthew G. Laporte</name></noCountry><country name="États-Unis"><noRegion><name sortKey="Zhang, Hanmo" sort="Zhang, Hanmo" uniqKey="Zhang H" first="Hanmo" last="Zhang">Hanmo Zhang</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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