Verma, Deepti ; Kumar, Rahul ; Namboothiri, Irishi N. N. (2013) Synthesis of Withasomnines and Their Non-natural Analogues from Aldehydes and 4-Nitro-1-butanol in Three Steps Journal of Organic Chemistry, 78 (7). pp. 3482-3486. ISSN 0022-3263
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Official URL: http://doi.org/10.1021/jo400207u
Related URL: http://dx.doi.org/10.1021/jo400207u
Abstract
Total synthesis of all three pyrazole-based withasomnine alkaloids and selected examples of their non-natural analogs has been achieved from readily available aldehydes and 4-nitro-1-butanol in three steps. Since 4-nitro-1-butanol in turn is prepared in two steps via Michael addition of nitromethane to acrylate followed by borane reduction of the ester group and the key 1,3-dipolar cycloaddition step is carried out with commercially available TMSCHN2, this approach is a very convenient and economical one.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 121551 |
| Deposited On: | 19 Jul 2021 08:33 |
| Last Modified: | 19 Jul 2021 08:33 |
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