4.4 Article

Synthesis of Chiral o-Aminobenzylamines by Stereoselective Addition of Grignard Reagents to N-[(o-Aminophenyl)methylene]sulfinamides

Journal

SYNLETT
Volume 32, Issue 10, Pages 1019-1023

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1423-5679

Keywords

diamines; aminobenzylamines; sulfinamides; Grignard reagents; stereoselectivity

Funding

  1. National Natural Science Foundation of China [22001093]
  2. Fundamental Research Funds for the Central Universities [21620354]

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This study presents a highly efficient method for the addition of Grignard reagents to N-[(o-aminophenyl)methylene]sulfinamides to produce a range of o-aminosulfinylimines with good to excellent diastereoselectivities.
Chiral o-aminobenzylamines are synthons for many chiral ligands and catalysts that have been widely used in asymmetric synthesis. Here, we report a highly efficient and stereoselective addition of Grignard reagents to N-[(o-aminophenyl)methylene]sulfinamides to give a range of o-aminosulfinylimines in good yields with good to excellent diastereoselectivities.

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