Parallel modification of tropane alkaloids
Aberle, Nicholas S., Ganesan, A., Lambert, John N., Saubern, Simon and Smith, Reg (2001) Parallel modification of tropane alkaloids. Tetrahedron Letters, 42, (10), 1975-1977. (doi:10.1016/S0040-4039(01)00028-4)
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Official URL: http://dx.doi.org/10.1016/S0040-4039(01)00028-4
Description/Abstract
Various tropane alkaloids have been prepared by structural modification of the readily available natural product, scopolamine 1. Reaction of isocyanates with 6,7-dehydrotropine 5 provided a number of urethanes 6a-e. Reductive amination of tropinone 7 and subsequent reaction with isocyanates provided ureas 9a-f. Mitsunobu inversion of the C-3 alcohol of tropine 10 afforded the epimeric ester 11.
| Item Type: | Article |
|---|---|
| ISSN: | 0040-4039 (print) |
| Uncontrolled Keywords: | mitsunobu reaction, derivatives, reagents |
| Related URLs: | http://dx.doi.org/10.1016/S004...01)00028-4 |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 19373 |
| URI: | http://eprints.soton.ac.uk/id/eprint/19373 |
| Deposited On: | 13 Feb 2006 |
| Last Modified: | 01 Jun 2011 04:55 |
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