42479-99-2Relevant articles and documents
Lithium acetate-catalyzed aldol reaction between aldehyde and trimethylsilyl enolate in anhydrous or water-containing N,N-dimethylformamide
Nakagawa, Takashi,Fujisawa, Hidehiko,Nagata, Yuzo,Mukaiyama, Teruaki
, p. 1555 - 1567 (2004)
Lithium acetate (AcOLi)-catalyzed aldol reactions between trimethylsilyl enolates and aldehydes proceed smoothly in anhydrous DMF or pyridine to afford the corresponding aldols in good to high yields under weakly-basic conditions (Tables 1-5). This cataly
Optimisation, scope and limitations of enantioselective aldol reactions of an S-ketene silyl acetal with aliphatic aldehydes under (R)-BINOL-titanium(IV) catalysis conditions
Zimmer, Reinhold,Peritz, Anke,Czerwonka, Regina,Schefzig, Luise,Reissig, Hans-Ulrich
, p. 3419 - 3428 (2007/10/03)
The Mukaiyama aldol reaction between the functionalised aldehydes 5 and the S-ketene silyl acetal 2 catalysed by 1,1'-binaphthyl-derived chiral titanium(IV) complex 4 afforded the corresponding aldol products 6 in good yields and with good to excellent enantioselectivities. The chemical yield could further be enhanced, without loss of stereoselection, by addition of phenol and/or molecular sieves. The presented aldol reactions with aluminium, boron and ytterbium-BINOL catalysts demonstrate that only low chiral induction can be achieved. Aldol product 6a was converted into an α-lipoic acid precursor 8, thus providing a formal synthesis of this biologically active compound. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).