FeSO₄·7H₂O-Catalyzed Four-Component Synthesis of Protected Homoallylic Amines

Qi-Yi Song, Bai-Ling Yang and Shi-Kai Tian*

*Department of Chemistry, School of Chemistry and Material Science, University of Science and Technology of China, Hefei, Anhui 230026, China, Email: tianskustc.edu.cn

Q.-Y. Song, B.-L. Yang, S.-K. Tian, J. Org. Chem., 2007, 72, 5407-5410.

DOI: 10.1021/jo0704558

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Abstract

An efficient catalytic four-component reaction of carbonyl compounds, benzyl chloroformate, 1,1,1,3,3,3-hexamethyldisilazane, and allyltrimethylsilane provides Cbz-protected homoallylic amines in the presence of 5 mol% of iron(II) sulfate heptahydrate as an inexpensive and environmentally friendly catalyst.

see article for more examples

proposed reaction pathway

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Key Words

Homoallylic Amines, Benzyl Carbamates, Hosomi-Sakurai Reaction, Multicomponent Reactions

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ID: J42-Y2007-2200