Sibi, Mukund P. ; Johnson, Michael D. ; Punniyamurthy, T. (2001) Enantioselective synthesis of peperomins A, C, D, and analogs - examination of diastereoselective cuprate conjugate additions to N-enoyl-4-diphenylmethyl-2-oxazolidinones Canadian Journal of Chemistry, 79 (11). pp. 1546-1555. ISSN 0008-4042
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Official URL: http://www.nrcresearchpress.com/doi/abs/10.1139/v0...
Related URL: http://dx.doi.org/10.1139/v01-130
Abstract
A concise and general route to secolignans has been developed. The first total synthesis of secolignans peperomin A (1a), peperomin C (1b), and peperomin D (1c) was accomplished in ~28% overall yield over five synthetic steps. Peperomin analogs (1d) and (1e), possessing two differentially substituted aryl groups, were synthesized by a highly selective conjugate addition. The overall yield for the analogs 1d and 1e were 27 and 26%, respectively.Key words: peperomins, secoliganans, conjugate additions, 4-diphenylmethyl-oxazolidin-2-one.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to NRC Research Press. |
| ID Code: | 105695 |
| Deposited On: | 22 Jun 2017 10:46 |
| Last Modified: | 22 Jun 2017 10:46 |
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