Tetrahedron Letters

Montmorillonite K10 clay-catalyzed synthesis of homoallylic silyl ethers: an efficient and environmentally friendly Hosomi–Sakurai reaction

MR Dintzner, YA Mondjinou, B Unger

Index: Dintzner, Matthew R.; Mondjinou, Yawo A.; Unger, Barrett Tetrahedron Letters, 2009 , vol. 50, # 48 p. 6639 - 6641

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Citation Number: 19

Abstract

The Hosomi–Sakurai 1 reaction of allylsilanes with aldehydes is among the most widely utilized carbon–carbon bond-forming reactions in natural products synthesis. 2 The resulting homoallylic alcohol products are useful platforms for further synthetic elaboration, especially in the event that the allylation reaction proceeds stereoselectively. 3 Although powerful Lewis acids, such as SnCl 4 , TiCl 4 , BF 3 ·OEt 2 , AlCl 3 , and Sc(OTf) 3 , have been shown to successfully ...