A practical synthesis of novel chiral sulfoxide-nitrogen ligands

Novel chiral sulfoxide-nitrogen ligands which are derived from amino alcohols were developed. All of fourteen sulfoxide-nitrogen ligands can be synthesized by three steps without any chiral auxiliary. In addition, every step of the synthesis can be achieved in gram-scale by using the preparation of...

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Veröffentlicht in:Tetrahedron 2016-05, Vol.72 (21), p.2671-2676
Hauptverfasser: Wang, Ming, Wei, Jianpeng, Fan, Qiaoling, Jiang, Xuefeng
Format: Artikel
Sprache:eng
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Zusammenfassung:Novel chiral sulfoxide-nitrogen ligands which are derived from amino alcohols were developed. All of fourteen sulfoxide-nitrogen ligands can be synthesized by three steps without any chiral auxiliary. In addition, every step of the synthesis can be achieved in gram-scale by using the preparation of L9–L12 as examples. These sulfoxide-nitrogen ligands may be applicable to the asymmetric catalytic 1,3-dipolar cycloaddition of azomethine ylide with alkylidene malonate. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2015.08.004