Tetrahedron Letters

Yb (OTf) 3-promoted effective benzylation and allylation with N-tosyl amino group as a stable leaving group

…, L Wang, X Zheng, A Wang, M Zhu, J Yu, Q Shen

Index: Liu, Jinqian; Wang, Limin; Zheng, Xingzhou; Wang, Aili; Zhu, Mengyun; Yu, Jianjun; Shen, Qiang Tetrahedron Letters, 2012 , vol. 53, # 14 p. 1843 - 1846

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Citation Number: 9

Abstract

A simple, inexpensive, environmentally friendly, and highly efficient benzylation and allylation of 1, 3-dicarbonyl compounds with sulfonamides in the presence of Yb (OTf) 3 is described. Yb (OTf) 3 was proved to be a good catalyst for the cleavage of sp3 carbon– nitrogen bond. Various 1, 3-dicarbonyl compounds can couple with a broad range of tosyl- activated benzylic and allylic amines to give diversely functionalized products in good to ...