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Synlett 2000; 2000(3): 385-387
DOI: 10.1055/s-2000-6552
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Catalytic Allylation of Aldehydes with Allyltrimethylsilane Using in situ-Generated Trimethylsilyl Methanesulfonate (TMSOMs) as a Catalyst

Ming Wen Wang* , Yong Jun Chen, Dong Wang
  • *Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China; Fax (86 10)-62 55 93 73; E-mail: g210@mimi.cnc.ac.cn
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Publication Date:
31 December 2000 (online)

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One-pot allylation reactions of carbonyl compounds with allyltrimethylsilane catalyzed by in situ-generated TMSOMs were carried out. TMSOMs was found to be an efficient catalyst in the allylation of the hydrates of α-keto aldehyde and glyoxylate. In situ-generated TMSOMs also can catalyze the SMS reaction of the aldehydes giving the functionalized homoallylic ethers in good to excellent yields.

catalytic allylation - allyltrimethylsilane - functionalized homoallylic ethers