Liping Yang

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Organization: East China Normal University

Department: Department of Chemistry

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Chemicals
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Tetrahedron: Asymmetry

Co-reporter:Qinyao Xu, Jianghui Yu, Fengyan Han, Juan Hu, Weiping Chen, Liping Yang

Achiral additives dramatically enhance enantioselectivities in the BINOL–Ti(IV) complex catalyzed aldol condensations of aldehydes with Chan’s diene 2010 21(2) pp: 156-158

Publication Date(Web):

DOI:10.1016/j.tetasy.2010.01.008

Achiral additives dramatically enhance enantioselectivities in the BINOL–Ti(IV) complex catalyzed aldol condensations of aldehydes with Chan’s diene

Co-reporter:Qinyao Xu, Jianghui Yu, Fengyan Han, Juan Hu, Weiping Chen, Liping Yang

Tetrahedron: Asymmetry (22 February 2010) Volume 21(Issue 2) pp:156-158

Publication Date(Web):22 February 2010

DOI:10.1016/j.tetasy.2010.01.008

Achiral additives can dramatically enhance the enantioselectivities in the BINOL–Ti(IV) complex catalyzed aldol condensations of aldehydes with Chan’s diene. The best results were obtained by using 2.0 equiv of LiCl with respect to (S)-BINOL/Ti(Oi-Pr)4 as the additive. In the presence of 4.0 mol % of LiCl and 2.0 mol % of BINOL/Ti(Oi-Pr)4, all aldehydes tested gave δ-hydroxy-β-ketoesters as almost pure single enantiomers. Moreover, the present catalyst system was highly effective on reducing the catalyst loadings to 0.1 mol %.Download full-size image