Murali, R.V.N.S. ; Chandrasekhar, S. (2012) Stereocontrolled synthesis of piperidine alkaloids, (−)-241D and (−)-isosolenopsin Tetrahedron Letters, 53 (27). pp. 3467-3470. ISSN 00404039
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Official URL: http://doi.org/10.1016/j.tetlet.2012.04.115
Related URL: http://dx.doi.org/10.1016/j.tetlet.2012.04.115
Abstract
Highly diastereocontrolled synthesis of alkaloids, (−)-241D and (−)-isosolenopsin was achieved in 7.7% and 5.3% yields, respectively, using a Barbier-type allylation of a chiral imine and d-proline catalyzed aldol addition reaction of a β-amino aldehyde with acetone as the key steps. The synthesis involves a nine-step sequence using (S)-valinate imine in a Barbier-type allylation for the first time.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Ltd |
| Keywords: | Alkaloids;Isosolenopsin;Barbier-type allylation;Aldol addition;β-Amino aldehyde(S)-Valinate imine |
| ID Code: | 131355 |
| Deposited On: | 06 Dec 2022 11:05 |
| Last Modified: | 06 Dec 2022 11:05 |
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