184346-45-0, Name is (S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one, belongs to oxazolidine compound, is a common compound. Safety of (S)-4-Isopropyl-5,5-diphenyloxazolidin-2-oneIn an article, once mentioned the new application about 184346-45-0.
Conjugate addition of lithiated (S)-4-isopropyl-3-[(methylthio)methyl]-5,5-diphenyloxazolidin-2-one to cinnamoyl derivatives: Preparation of enantiomerically pure 1,4-diols
The Li derivative of (S)-4-isopropyl-3-[(methylthlio)methyl]-5,5-diphenyloxazolidin-2-one (Li-2; synthetically equivalent to a chiral formyl anion) adds to enones and enoates in a 1,4-fashion. Best results are obtained with 1,3-diarylpropenones (chalcones; Scheme2), trityl enones, and 2,6-di(tert-butyl)-4-methoxyphenyl cinnamates (Scheme 3), with yields up to 80% and diastereoselectivities up to and above 99: 1 of the products (5a – f and 8a,b,e) containing three stereogenic centers! X-Ray crystal-structure analysis reveals that the C,C-bond formation occurs preferentially with relative topicity ul (Re/Si; Fig. 2). The MeS group of the 1.4-adducts can be replaced by RO groups in Hg2¡Â-assisted substitutions, with subsequent removal and facile recovery of the chiral auxiliary (Schemes 4-6). 4-Hydroxycarbonyl derivatives (‘homoaldols’) and mono-, di-, and trisubstituted 1,4-diols are, thus, accessible in enantiomerically pure forms (cf. 15, 16, and 18-20).
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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2633NO – PubChem