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Synthesis and photoreactions of 3-oxa-tricyclo[5.2.2.01,5]undecenones: a novel, stereoselective route to oxa-triquinanes and oxa-sterpuranes
DSpace at IIT Bombay
View Archive Info| Field | Value | |
| Title |
Synthesis and photoreactions of 3-oxa-tricyclo[5.2.2.01,5]undecenones: a novel, stereoselective route to oxa-triquinanes and oxa-sterpuranes
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| Creator |
SINGH, VISHWAKARMA
ALAM, SQ PRAVEENA, GD |
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| Subject |
diels-alder reaction
cycloaddition photochemistry oxa-polyquinanes |
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| Description |
The synthesis of 11-methyl-3-oxa-tricyclo[5.2.2.01,5]undecenones and their photochemical reactions upon triplet (3T) and singlet (1S) excitation is described. Oxidation of hydroxymethylphenol gave a ketoepoxide by intramolecular cycloaddition. Manipulation of the oxirane ring furnished the chromophoric systems. Triplet excitation of these gave tetracyclic compounds containing an oxatriquinane framework. Singlet excitation furnished the tricyclic compound having an oxasterpurane ring system in a stereoselective fashion.
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| Publisher |
Elsevier
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| Date |
2009-02-21T11:25:28Z
2011-11-25T17:16:58Z 2011-12-26T13:05:57Z 2011-12-27T05:53:54Z 2009-02-21T11:25:28Z 2011-11-25T17:16:58Z 2011-12-26T13:05:57Z 2011-12-27T05:53:54Z 2002 |
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| Type |
Article
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| Identifier |
Tetrahedron 58(48), 9729-9736
0040-4020 http://dx.doi.org/10.1016/S0040-4020(02)01280-2 http://hdl.handle.net/10054/725 http://dspace.library.iitb.ac.in/xmlui/handle/10054/725 |
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| Language |
en
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