Tetrahedron Letters p. 6495 - 6499 (2000)
Update date:2022-08-04
Topics:
Satoh
Matsue
Fujii
Morikawa
A high-yield alkylation of aziridinylmagnesiums, which were generated from sulfinylaziridines with EtMgBr by sulfoxide-magnesium exchange, with primary alkyl halides in the presence of Cu(I) iodide as a catalyst, was realized. The alkylated aziridines were converted in quantitative yield to amines bearing a quaternary chiral center by hydrogenation with Pd(OH)2. A synthesis of the optically active amines, bearing a quaternary chiral center, was realized, starting from optically active (R)-chloromethyl p-tolyl sulfoxide, in good overall yield by the presented method. (C) 2000 Elsevier Science Ltd.
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