Gurjar, Mukund K. ; Pramanik, Chinmoy ; Bhattasali, Debabrata ; Ramana, C. V. ; Mohapatra, Debendra K. (2007) Total syntheses of schulzeines B and C Journal of Organic Chemistry, 72 (17). pp. 6591-6594. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo070560h
Related URL: http://dx.doi.org/10.1021/jo070560h
Abstract
Schulzeines B (2) and C (3) were synthesized by a convergent strategy using epimeric tricyclic lactam building blocks, 4 and 5, and the C28 fatty acid side chain 6. Syntheses of tricyclic lactams (4/5) were achieved by Bischler-Napieralski reaction. Sharpless asymmetric dihydroxylation and BINAL-H-mediated asymmetric reduction of an enone was employed to prepare the key fatty acid side chain 6. The spectral as well as analytical data of 2 and 3 were in good agreement with the reported data for the natural products, thus confirming their assigned structures.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 11361 |
| Deposited On: | 09 Nov 2010 05:05 |
| Last Modified: | 02 Jun 2011 09:39 |
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