Download PDF
Synfacts 2010(10): 1202-1202  
DOI: 10.1055/s-0030-1258667
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Sakurai Allylation and Mukaiyama Aldol Reaction with Al-MCM-41

Contributor(s): Yasuhiro Uozumi, Haifeng Zhou
S. Ito, A. Hayashi, H. Komai, Y. Kubota, M. Asami*
Yokohama National University, Japan
Further Information

Publication History

Publication Date:
22 September 2010 (online)

    Permissions and Reprints

Significance

Al-MCM-41 catalyzed the Sakurai allylation of various acetals with allyltrimethylsilane (2) to give the corresponding homoallyl methyl ethers in 74-98% yield (18 examples). The ­Mukaiyama aldol reaction of various acetals with silyl enol ether 6 also took place in the presence of Al-MCM-41 to give the corresponding β-methoxy ketones 7 in 78-95% yield (7 examples). For the reaction of benzaldehyde dimethyl acetal (1, R = Ph) with 6, the catalyst was reused three times without significant loss of its catalytic activity.