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Chemo- and enantioselective Rh-catalysed hydrogenation of 3-methylene-1,2-diazetidines: application to vicinal diamine synthesis

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Iacobini, Greg, Porter, David and Shipman, Michael. (2012) Chemo- and enantioselective Rh-catalysed hydrogenation of 3-methylene-1,2-diazetidines: application to vicinal diamine synthesis. Chemical Communications, Vol. 48 (No. 79). p. 9852. ISSN 1359-7345

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Official URL: http://dx.doi.org/10.1039/C2CC35445D

Abstract

Rhodium catalysed hydrogenation of 3-methylene-1,2-diazetidines with a range of chiral ligands is reported. Using Mandyphos, excellent levels of chemo- and enantioselectivity (up to 89% ee) can be achieved. Reductive cleavage of the derived 3-substituted 1,2-diazetidine with LiDBB provides the enantioenriched biscarbamate protected 1,2-diamine.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Chemistry
Faculty of Science > Life Sciences (2010- )
Journal or Publication Title: Chemical Communications
Publisher: Royal Society of Chemistry
ISSN: 1359-7345
Date: 2012
Volume: Vol. 48
Number: No. 79
Page Range: p. 9852
Identification Number: 10.1039/c2cc35445d
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Restricted or Subscription Access
URI: http://wrap.warwick.ac.uk/id/eprint/50375

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