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Synfacts 2009(3): 0314-0314  
DOI: 10.1055/s-0028-1087710
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Hf(IV)-Catalyzed Chemoselective Thioacetalization and Transthioacetalization

Contributor(s): Paul Knochel, Tobias Thaler
Y.-C. Wu, J. Zhu*
Institut de Chimie des Substances Naturelles, Gif-sur-Yvette, France
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Publication History

Publication Date:
19 February 2009 (online)

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Significance

Hf(OTf)4 is reported as a powerful catalyst for thioacetalization and transthioacetali­zation. Sterically hindered substrates react efficiently and many sensitive functionalities are tolerated. The reaction proceeds in a chemoselective manner with a preference for aromatic aldehydes over benzylic aldehydes and ketones.