An approach towards the total synthesis of (+)-epiquinamide and (+)-α-conhydrine from Garner aldehyde
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
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Creator |
Srivastava, A K
Das, S K Panda, Gautam |
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Date |
2010-09-09T08:52:00Z
2010-09-09T08:52:00Z 2009 |
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Identifier |
Tetrahedron, 65, 2009, 5322–5327
http://hdl.handle.net/123456789/586 |
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Description |
A short and stereoselective route for the synthesis of 1-hydroxyquinolizidine, an advanced synthetic intermediate for the total synthesis of (+)-epiquinamide is presented. The key synthetic steps involve diastereoselective nucleophilic addition on L-serine derived Garner aldehyde and acid mediated (PTSA) ring closing metathesis. The methodology is also elaborated successfully for the total synthesis of (+)-α-conhydrine an important piperidine alkaloid.
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Format |
262839 bytes
application/pdf |
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Language |
en
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Subject |
quinolizidine
indolizidine piperidine 1-hydroxyquinolizidine Conium maculatum epipedobates tricolor |
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Title |
An approach towards the total synthesis of (+)-epiquinamide and (+)-α-conhydrine from Garner aldehyde
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Type |
Article
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