Dhavale, D. ; Jachak, S. (2005) The 5-endo-trig cyclization of D-glucose derived γ-alkenylamines with mercury (II) salts: synthesis of 1-deoxycastanospermine and its 8a-epi-analogue Molecules, 10 (8). pp. 893-900. ISSN 1420-3049
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Official URL: http://www.mdpi.com/1420-3049/10/8/893
Related URL: http://dx.doi.org/10.3390/10080893
Abstract
The intramolecular aminomercuration of γ-alkenylamines 1a, 1b and 4 was shown to afford the 5-endo-trig cyclized product exclusively in good yield. The utility of pyrrolidine derivatives thus obtained from D-glucose derived γ-alkenylamines 1a and 1b was demonstrated in the synthesis of 1-deoxycastanospermine (3a) and 1-deoxy-8a-epi- castanospermine (3b).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Molecular Diversity Preservation International. |
| Keywords: | Aminosugars; Aminomercuration; Alkaloids; Enzyme Inhibitors; Nitrones |
| ID Code: | 75344 |
| Deposited On: | 22 Dec 2011 13:12 |
| Last Modified: | 22 Dec 2011 13:12 |
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