Tetrahedron Letters

CuI/l-proline-catalyzed selective one-step mono-acylation of styrenes and stilbenes

PS Prathima, CU Maheswari, K Srinivas, MM Rao

Index: Prathima, P. Sai; Maheswari, C. Uma; Srinivas; Rao, M. Mohan Tetrahedron Letters, 2010 , vol. 51, # 44 p. 5771 - 5774

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Abstract

Vicinal di-oxygenation of styrene-type olefins was achieved with cheaper, less toxic CuI in the presence of l-proline as ligand and NaIO4 as the oxidant. This approach provides a straightforward and efficient access to mono-acylated diols from both styrene and stilbene derivatives with good to excellent yields and diastereoselectivity.

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