Chiral Transfer in the Reaction of Aminoallylic Stannanes with Carbonyls in Two Different Modes using Tin(II) and Indium(III) Halides for the Synthesis of Each Enantiomer
Chiral Transfer in the Reaction of Aminoallylic Stannanes with Carbonyls in Two Different Modes using Tin(II) and Indium(III) Halides for the Synthesis of Each Enantiomer
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DOI：
10.1021/om500768e
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发表时间：
2014-08
期刊：
影响因子：
2.8
通讯作者：
M. Yasuda;Y. Nagano;H. Yunoki;Kensuke Tsuruwa;A. Baba
中科院分区：
文献类型：
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作者：
M. Yasuda;Y. Nagano;H. Yunoki;Kensuke Tsuruwa;A. Baba
在SnCl2或InBr3存在下，高手性氨基烯丙基锡烷与醛反应生成氨基醇的羰基加合物。这两种添加剂为产品提供了完全相反的立体化学构型。这种可控的手性归因于SnCl2和InBr3不同的转金属途径。
The reaction of homochiral aminoallylic stannanes with aldehydes gave carbonyl adducts of amino alcohols in the presence of either SnCl2 or InBr3. Both additives afforded the products in opposite absolute stereochemical configurations. The controlled chirality was ascribed to the different transmetalation pathways of SnCl2 and InBr3.