A simple and efficient organocatalytic enantioselective hydrophosphonylation of imines to enantiomerically enriched alpha-amino phosphonates is reported. By using 10 mol % of quinine as the catalyst in the enantioselective addition of diethyl phosphite to N-Boc protected imines, alpha-amino phosphonates are obtained in moderate to good yields and with up to 94% ee.

Direct Access to Enantiomerically Enriched alpha-Amino Phosphonic Acid Derivatives by Organocatalytic Asymmetric Hydrophosphonylation of Imines / Pettersen, Daniel; Marcolini, Mauro; Bernardi, Luca; FINI, Francesco; Herrera, Raquel P.; Sgarzani, Valentina; Ricci, Alfredo. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 71:16(2006), pp. 6269-6272. [10.1021/jo060708h]

Direct Access to Enantiomerically Enriched alpha-Amino Phosphonic Acid Derivatives by Organocatalytic Asymmetric Hydrophosphonylation of Imines

FINI, Francesco;
2006

Abstract

A simple and efficient organocatalytic enantioselective hydrophosphonylation of imines to enantiomerically enriched alpha-amino phosphonates is reported. By using 10 mol % of quinine as the catalyst in the enantioselective addition of diethyl phosphite to N-Boc protected imines, alpha-amino phosphonates are obtained in moderate to good yields and with up to 94% ee.
7-ago-2006
71
16
6269
6272
Direct Access to Enantiomerically Enriched alpha-Amino Phosphonic Acid Derivatives by Organocatalytic Asymmetric Hydrophosphonylation of Imines / Pettersen, Daniel; Marcolini, Mauro; Bernardi, Luca; FINI, Francesco; Herrera, Raquel P.; Sgarzani, Valentina; Ricci, Alfredo. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 71:16(2006), pp. 6269-6272. [10.1021/jo060708h]
Pettersen, Daniel; Marcolini, Mauro; Bernardi, Luca; Fini, Francesco; Herrera, Raquel P.; Sgarzani, Valentina; Ricci, Alfredo
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/1122088
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