128806-22-4Relevant articles and documents
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 (2002)
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).
Computerunterstuetztes Design von chiralen Borenolaten: eine neue, hoch enantioselektive Aldolreaktion fuer Thioacetate und Thiopropionate
Gennari, Cesare,Moresca, Daniela,Vieth, Siegfried,Vulpetti, Anna
, p. 1717 - 1719 (2007/10/02)
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Asymmetric Aldol Reaction between Achiral Silyl Enol Ethers and Achiral Aldehydes by Use of a Chiral Promoter System
Kobayashi, Shu,Uchiro, Hiromi,Fujishita, Yuko,Shiina, Isamu,Mukaiyama, Teruaki
, p. 4247 - 4252 (2007/10/02)
In the presence of a chiral promoter consisting of tin(II) triflate, a chiral diamine, and tributyltin fluoride, the silyl enol ether of S-ethyl ethanethioate or S-tert-butyl ethanethioate reacts with aldehydes to afford the corresponding aldol-type adduc
