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Synfacts 2009(11): 1243-1243  
DOI: 10.1055/s-0029-1218074
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Titanium-Catalyzed Thienylation to Ketones

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
D. B. Biradar, S. Zhou, H.-M. Gau*
National Chung Hsing University, Taichung, Taiwan and Anhui Normal University, P. R. of China
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Publication History

Publication Date:
22 October 2009 (online)

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Significance

The authors have developed the first asymmetric 2-thienylaluminum additions to ketones. The thienylated products of aromatic ketones were obtained in excellent yields and enantioselectivities, whereas the addition of thienyl groups to aliphatic ketones provided the corresponding tertiary alcohols in low enantioselectivities. Furthermore, they have applied this method to the concise synthesis to (S)-tiemonium iodide in three steps.