Asymmetric synthesis of chiral N-(1-methylbenzyl)aminophosphines

The reactions of chlorophosphines 1 with ( S)- or ( R)-1-methylbenzylamines 2 proceed stereoselectively to give N-(1-methylbenzyl)aminophosphines 3, which were isolated as crystalline borane complexes with 100% diastereomeric purity. The absolute configuration of the new chiral compounds was establi...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2003-01, Vol.14 (2), p.181-183
Main Authors: Kolodiazhnyi, Oleg I., Gryshkun, Evgenyi V., Andrushko, Natalia V., Freytag, Matthias, Jones, Peter G., Schmutzler, Reinhard
Format: Article
Language:English
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Summary:The reactions of chlorophosphines 1 with ( S)- or ( R)-1-methylbenzylamines 2 proceed stereoselectively to give N-(1-methylbenzyl)aminophosphines 3, which were isolated as crystalline borane complexes with 100% diastereomeric purity. The absolute configuration of the new chiral compounds was established by X-ray analysis and chemical extrapolation. The reactions of t-butylphenylchlorophosphine with ( S)- or ( R)-1-methylbenzylamine proceed stereoselectively to give N-(1-methylbenzyl)aminophosphines, which were isolated as crystalline borane complexes in 100% diastereomeric purity. The absolute configuration of the new chiral compounds was established by X-ray analysis and chemical extrapolation.
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(02)00750-4