Asymmetric Silylation of Triols

Z. You; A. H. Hoveyda; M. L. Snapper

doi:10.1055/s-0028-1087723

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Synfacts 2009(3): 0332-0332
DOI: 10.1055/s-0028-1087723

Organo- and Biocatalysis

Asymmetric Silylation of Triols

Contributor(s): Benjamin List, Lars Ratjen
Z. You, A. H. Hoveyda*, M. L. Snapper*
Boston College, USA

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Publication History

Publication Date:
19 February 2009 (online)

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Significance

The enantioselective silylation of acyclic triols and the desymmetrization of cyclic meso-triols is reported. Amino acid based organocatalyst 1 proved to be highly efficient for the reported transformation. Furthermore, the method was applied in a total synthesis towards malaria and rheumatism counteragents cleroindicin C, D, and F.