Umpolung of chiral 2-ethynylaziridines: Indium (I) -mediated stereoselective synthesis of nonracemic 1,3-amino alcohols bearing three chiral centers, catalyzed by palladium (0)
Ohno; Hamaguchi; Tanaka
Organic Letters 2(14): 2161-2163
2000
ISSN/ISBN: 1523-7052 PMID: 10891256 DOI: 10.1021/ol006089v
Accession: 047870768
Treatment of 3-alkyl-2-ethynylaziridines with InI in the presence of Pd(PPh(3))(4) and H(2)O gave allenylindium reagents bearing a protected amino group in high yields. Stereoselective addition of the allenylindium to aldehydes affords 2-ethynyl-1,3-amino alcohols bearing three chiral centers in good yields.
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