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

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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 tiansk@ustc.edu.cn

J. Org. Chem., 2007, 72 (14), pp 5407–5410

DOI: 10.1021/jo0704558

Publication Date (Web): June 6, 2007

Section:

General Organic Chemistry

Abstract

An efficient catalytic four-component reaction of carbonyl compounds (or acetals/ketals), benzyl chloroformate (CbzCl), 1,1,1,3,3,3-hexamethyldisilazane (HMDS), and allyltrimethylsilane has been successfully developed to produce Cbz-protected homoallylic amines in the presence of 5 mol % of iron(II) sulfate heptahydrate (FeSO₄·7H₂O), an inexpensive and environmentally friendly catalyst, at room temperature.

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Published In Issue July 06, 2007
Received March 5, 2007

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