Palladium-mediated intramolecular aryl amination on furanose derivatives: An expedient approach to the synthesis of chiral benzoxazocine derivatives and tricyclic nucleosides
Metadata of CSIR Papers
View Archive Info| Field | Value | |
| Title |
Palladium-mediated intramolecular aryl amination on furanose derivatives: An expedient approach to the synthesis of chiral benzoxazocine derivatives and tricyclic nucleosides
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| Creator |
Neogi, A
Majhi, TP Mukhopadhyay, R Chattopadhyay, P |
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| Subject |
Chemistry, Organic
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| Description |
Pd-catalyzed intramolecular arylamination on sugar derivatives has been accomplished by using bulky biaryl phosphine ligands. An application of this methodology on a variety of D-glucose-derived substrates, 2a-f, led to the synthesis of highly functionalized cis-fused tricyclic oxazocines, 3a-e. The products could subsequently be transformed to the optically active benzoxazocine derivative 4 and tricyclic nucleoside 6. This is the first example of the synthesis of eight-membered rings via intramolecular cycloamination of furanose derivatives, which provides a very useful method for the catalytic synthesis of medium-ring heterocycles.
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| Publisher |
AMER CHEMICAL SOCWASHINGTON1155 16TH ST, NW, WASHINGTON, DC 20036 USA
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| Date |
2011-09-20T12:12:16Z
2011-09-20T12:12:16Z 2006 |
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| Type |
Article
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| Identifier |
JOURNAL OF ORGANIC CHEMISTRY
0022-3263 http://hdl.handle.net/123456789/14202 |
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| Language |
English
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