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Chemo- and Enantioselective Rh-Catalyzed Hydrogenation of Methylene-1,2-diazetidines for the Synthesis of Vicinal Diamines

Porter, David and Shipman, Michael and Iacobini, Greg (2012) Chemo- and Enantioselective Rh-Catalyzed Hydrogenation of Methylene-1,2-diazetidines for the Synthesis of Vicinal Diamines. Chemical Communications, 48. pp. 9852-9854.

Official URL: http://pubs.rsc.org

Abstract

Rhodium catalyzed hydrogenation of methylene-1,2-diazetidines with a range of chiral ligands is reported. Using Mandyphos, excellent levels of chemo- and enantioselectivity (up to 89%ee) are achieved. Reductive cleavage of the resultant 3-substituted 1,2-diazetidine with LiDBB yields the biscarbamate protected 1,2-diamine without racemisation.

Item Type: Article
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Additional Information: I was the Novartis supervisor for an external Warwick PhD – the student has recently submitted his thesis and would like to publish some of the results. None of this work is related to internal programs and no internal compounds are disclosed.
Keywords: 1,2-diazetidines
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Date Deposited: 13 Oct 2015 13:14
Last Modified: 13 Oct 2015 13:14
URI: https://oak.novartis.com/id/eprint/8182

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