A new titanate/(+)-(1R,2S)-cis-1-amino-2-indanol system for the asymmetric synthesis of (S)-tenatoprazole

Tetrahedron Letters(2009)

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摘要
Asymmetric oxidation of TU-501 has been achieved using cumene hydroperoxide (CHP) in the presence of titanium tetraisopropoxide (Ti(OiPr)4) and (+)-(1R,2S)-cis-1-amino-2-indanol, in a polar aprotic solvent at 0–20°C, to chemoselectively give (S)-TU-199 with an enantiomeric excess of >99%, a chemoselectivity of >90% and a chemical yield of >90%.
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关键词
Tenatoprazole,Enantioselective sulfoxidation,cis-1-Amino-2-indanol,Titanium alkoxide
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