A homodienolate-enone addition
DSpace at IIT Bombay
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Title |
A homodienolate-enone addition
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Creator |
BATES, RB
CARDUCCI, MD KANE, VV LAHIRI, S PRATHAP, S SINGH, VK STESSMAN, CC |
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Subject |
cycloadditions
michael additions enones ketones synthetic methods |
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Description |
On treatment with sodium hydride, a mixture of ketone 1 and enone 4 gives a 48% yield of adduct 2, which contains two new carbon-carbon bonds. The reaction very likely involves homodienolate 3, which may either undergo a Michael addition or a cycloaddition to enone 4 to give intermediate adduct 6 or 7, respectively. Adduct 6 may then undergo homo-Michael addition to give adduct 7. Cyclopropane ring-opening of adduct 7 and protonation give the observed adduct 2.
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Publisher |
WILEY-V C H VERLAG GMBH
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Date |
2011-09-01T14:15:55Z
2011-12-26T12:59:41Z 2011-12-27T05:52:19Z 2011-09-01T14:15:55Z 2011-12-26T12:59:41Z 2011-12-27T05:52:19Z 2000 |
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Type |
Article
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Identifier |
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (23), 3823-3824
1434-193X http://dspace.library.iitb.ac.in/xmlui/handle/10054/12798 http://hdl.handle.net/10054/12798 |
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Language |
en
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