File:Crimminsaldol1.gif
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In case of acetate aldol reaction with crimmins auxilairy 1 eq of TiCl4 + 1 eq Of base give acetate syn product and 1eq of TiCl4 + 2 eq Of base give acetate anti product (Mathis B. Hodge and Horacio F. Olivo; Tetrahedron 60 (2004) 9397–9403) but in case of propiolate aldol reaction using thiozolidenthione or oxazolidenethion 1 eq of TiCl4 + 1 eq Of base give non-evans syn product and 1eq of TiCl4 + 2 eq Of base give evans syn product. (Michael T. Crimmins,* Bryan W. King, Elie A. Tabet, and Kleem Chaudhary J. Org. Chem. 2001, 66, 894-902).
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