March 13, 2004Journal of the American Chemical Society344 citations

Thiourea-Catalyzed Enantioselective Hydrophosphonylation of Imines: Practical Access to Enantiomerically Enriched α-Amino Phosphonic Acids

Key Points

Key points are not available for this paper at this time.

Abstract

Chiral thiourea 1b catalyzes the highly enantioselective hydrophosphonylation of a wide range of N-benzyl imines. The hydrophosphonylation products are readily deprotected by hydrogenolysis, providing access to free alpha-amino phosphonic acids in highly enantioenriched form.

Ask AI

Helpful

Bookmark

View Full Paper

Cite This Study

Joly et al. (Sat,) studied this question.

synapsesocial.com/papers/6a5bd48a68f4367e1704cd3c https://doi.org/https://doi.org/10.1021/ja0494398

Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

1Asymmetric synthesis of α-amino β-hydroxy phosphonic acids via binap-ruthenium catalyzed hydrogenation1995 · 68 citations
2Catalytic concepts for the enantioselective synthesis of alpha-amino and alpha-hydroxy phosphonates.2000 · 165 citations
3Catalytic Concepts for the Enantioselective Synthesis ofα-Amino andα-Hydroxy Phosphonates2000 · 186 citations
4A New and Highly Efficient Asymmetric Route to Cyclic α-Amino Phosphonates: The First Catalytic Enantioselective Hydrophosphonylation of Cyclic Imines Catalyzed by Chiral Heterobimetallic Lanthanoid Complexes1998 · 167 citations
5Inhibition of a Class C β-Lactamase by a Specific Phosphonate Monoester1989 · 130 citations

Ask AI

Helpful

Bookmark

View Full Paper