An Aminopyridinato Titanium Catalyst for the Intramolecular Hydroaminoalkylation of Secondary Aminoalkenes
An Aminopyridinato Titanium Catalyst for the Intramolecular Hydroaminoalkylation of Secondary Aminoalkenes
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DOI：
10.1002/adsc.201500287
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发表时间：
2015-07-06
影响因子：
5.4
通讯作者：
Doye, Sven
中科院分区：
文献类型：
--
作者：
Doerfler, Jaika;Bytyqi, Besnik;Doye, Sven
以Kempe首次合成的易得的2-(甲氨基)吡啶钛络合物为催化剂，对仲氨基烯的分子内氢氨烷基化反应进行了研究。N-芳基取代的1-氨基己基-6-烯和1-氨基六-5-烯的相应反应直接得到2-甲基环己基或2-甲基环戊胺，产率很高。此外，还首次描述了取代的仲氨基烯和双位的β-二取代底物。虽然所有产物都是两个非对映异构体的混合物，但在2-甲基环戊胺的形成过程中观察到较好的反式/顺式比率。
The easily accessible 2-(methylamino) pyridinato titanium complex initially synthesized by Kempe is used as catalyst for efficient intramolecular hydroaminoalkylation reactions of secondary amino-alkenes. The corresponding reactions of N-aryl-substituted 1-aminohept-6-enes and 1-aminohex-5-enes directly give access to 2-methylcyclohexyl- or 2-methylcyclopentylamines in good yields. In addition, substituted secondary aminoalkene and a geminally beta-disubstituted substrate are described for the first time. While all products are formed as mixtures of two diastereoisomers, better trans/cis ratios are observed during the formation of 2-methylcylopentylamines.