Synthesis of (+)-lycoricidine by the application of oxidative and regioselective ring-opening of aziridines

Yadav, J. S. ; Satheesh, G. ; Murthy, Changalvala V. S. R. (2010) Synthesis of (+)-lycoricidine by the application of oxidative and regioselective ring-opening of aziridines Organic Letters, 12 (11). pp. 2544-2547. ISSN 1523-7060

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol100755v

Related URL: http://dx.doi.org/10.1021/ol100755v

Abstract

A highly stereoselective total synthesis of (+)-lycoricidine has been described. The salient features of this synthesis are the one-pot elimination followed by allylation reaction, ring-closing metathesis, stereoselective aziridine formation, Dess-Martin periodinane, and silica gel mediated oxidative ring-opening of aziridine to form α,β-unsaturated ketone (allyl amine) and intramolecular Heck cyclization.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:63151
Deposited On:28 Sep 2011 03:48
Last Modified:28 Sep 2011 03:48

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