126252-15-1Relevant articles and documents
A new dehydrogenase from Clostridium acetobutylicum for asymmetric synthesis: Dynamic reductive kinetic resolution entry into the Taxotere side chain
Applegate, Gregory A.,Cheloha, Ross W.,Nelson, David L.,Berkowitz, David B.
, p. 2420 - 2422 (2011)
An NADP-dependent alcohol dehydrogenase from Clostridium acetobutylicum (CaADH) has been expressed and characterized. CaADH enantioselectively reduces aromatic α-, β- and γ-keto esters to the corresponding d-hydroxy esters and provides a building block for the Taxotere side chain (95% yield, 95% de, 99% ee) by dynamic reductive kinetic resolution (DYRKR).
Methods for the synthesis of chiral sulfur heterocycles and their application in the asymmetric Baylis-Hillman reactions
Periasamy, Mariappan,Gurubrahamam, Ramani,Muthukumaragopal, Gopal P.
, p. 568 - 574 (2013/06/27)
Enantiomerically pure (2S,6S)-2,6-diphenyltetrahydro-2H-thiopyran, (2S)-2-phenyltetrahydro thiophene, and (2S)-2-phenyltetrahydro-2H-thiopyran were prepared in 70-72% yields and with 86-99% ee via cyclization of the corresponding dimesylate in an SN2 cyclization reaction using sodium sulfide nonahydrate. The results on the application of various chiral sulfides in asymmetric Baylis-Hillman reactions are also described.
Mg-promoted facile and selective intramolecular cyclization of aromatic δ-ketoesters
Miyazaki, Takeshi,Maekawa, Hirofumi,Yonemura, Kazuaki,Yamamoto, Yoshimasa,Yamanaka, Yoshiko,Nishiguchi, Ikuzo
experimental part, p. 1598 - 1602 (2011/03/22)
Treatment of various types of aromatic δ-ketoesters 2, 7, and 9 with Mg-turnings for Grignard reaction at -5 to 0 °C in N,N-dimethylformamide (DMF) containing trimethylsilyl chloride (TMSCl) brought about selective and reductive intramolecular cyclization