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Issue 31, 2019
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Aminophosphonates and aminophosphonic acids with tetrasubstituted stereogenic center: diastereoselective synthesis from cyclic ketimines

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Abstract

New chiral tetrasubstituted aminophosphonic acid derivatives of hexahydroquinoxalin-2(1H)-one were synthesised via highly diastereoselective hydrophosphonylation of the corresponding imines with tris(trimethylsilyl) phosphite as phosphorus nucleophile. High asymmetric induction, good yields, mild reaction conditions, and ease of purification of the final products are the key advantages of the presented protocol.

Graphical abstract: Aminophosphonates and aminophosphonic acids with tetrasubstituted stereogenic center: diastereoselective synthesis from cyclic ketimines

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Article information


Submitted
13 Jun 2019
Accepted
15 Jul 2019
First published
16 Jul 2019

Org. Biomol. Chem., 2019,17, 7352-7359
Article type
Paper

Aminophosphonates and aminophosphonic acids with tetrasubstituted stereogenic center: diastereoselective synthesis from cyclic ketimines

J. Iwanejko, A. Brol, B. M. Szyja, M. Daszkiewicz, E. Wojaczyńska and T. K. Olszewski, Org. Biomol. Chem., 2019, 17, 7352
DOI: 10.1039/C9OB01346F

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