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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. doi:10.1039/c2cc35445d 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, Engineering and Medicine > Science > Chemistry Faculty of Science, Engineering and Medicine > Science > Life Sciences (2010- ) |
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| Journal or Publication Title: | Chemical Communications | ||||
| Publisher: | Royal Society of Chemistry | ||||
| ISSN: | 1359-7345 | ||||
| Official Date: | 2012 | ||||
| Dates: |
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| Volume: | Vol. 48 | ||||
| Number: | No. 79 | ||||
| Page Range: | p. 9852 | ||||
| DOI: | 10.1039/c2cc35445d | ||||
| Status: | Peer Reviewed | ||||
| Publication Status: | Published | ||||
| Access rights to Published version: | Restricted or Subscription Access |
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