Tetrahedron letters

An in situ procedure for catalytic, enantioselective acetate aldol addition. Application to the synthesis of (R)-(−)-epinephrine

RA Singer, EM Carreira

Index: Singer, Robert A.; Carreira, Erick M. Tetrahedron Letters, 1997 , vol. 38, # 6 p. 927 - 930

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Citation Number: 42

Abstract

We report an in situ preparation of catalyst 3 which substantially simplifies the experimental procedure for the enantioselective, catalytic acetate aldol addition reaction. The addition of Me3SiCl and Et3N circumvents the azeotropic removal of the released isopropanol upon treating ligands 1 and 2 with Ti (OiPr) 4. Importantly, this new procedure maintains the salient features of the catalytic process we originally described: high yields and ...

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