Hosomi-Sakurai Reaction with Silicomolybdic Acid

doi:10.1055/s-0030-1261094

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Synfacts 2011(10): 1146-1146
DOI: 10.1055/s-0030-1261094

Polymer-Supported Synthesis

Hosomi-Sakurai Reaction with Silicomolybdic Acid

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Aya Ohno
K. Murugan, S. Srimurugan, C. Chen*
National Dong Hwa University, Hualien, Taiwan

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Publication History

Publication Date:
20 September 2011 (online)

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Significance

SMA/SiO₂ (SMA: silicomolybdic acid) was applied to the Hosomi-Sakurai allylation. The reaction of carbonyl compounds 1 with allyltrimethylsilane and benzyl alcohol gave the corresponding homoallylic benzyl ethers 2 in 30-99% yield (30 examples). The reaction of acetals, ketals and acylals (3, 8 examples) with allyltrimethylsilane were also examined under similar conditions.