Title of article
Stereoselective synthesis of nonracemic 1,3-amino alcohols from chiral 2-vinylaziridines by InI–Pd(0)-promoted metalation
Author/Authors
Takemoto، نويسنده , , Yoshiji and Anzai، نويسنده , , Miyuki and Yanada، نويسنده , , Reiko and Fujii، نويسنده , , Nobutaka and Ohno، نويسنده , , Hiroaki and Ibuka، نويسنده , , Toshiro، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
4
From page
1725
To page
1728
Abstract
Treatment of optically active 3-alkyl-2-vinylaziridines 1, 8 and 9 and allylic acetates 10 and 11 with InI in the presence of Pd(PPh3)4 gives rise to chiral allylindiums bearing an amino group at the δ-position, which react with several aldehydes in highly regio- and stereoselective manner to afford the syn,syn-2-vinyl-1,3-amino alcohols 2a, 5a–7a and 12a–14a possessing three contiguous chiral centers in good yields.
Keywords
amino alcohol , umpolung , nucleophilic addition , allylmetal , indium and compounds
Journal title
Tetrahedron Letters
Serial Year
2001
Journal title
Tetrahedron Letters
Record number
1643429
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