Flexible synthesis, structural determination, and synthetic application of a new C1-symmetric chiral ammonium betaine.
نویسندگان
چکیده
A C(1)-symmetric chiral ammonium betaine has been developed, and its intramolecular ion-pairing structure in solid state and its catalytic performance to achieve the highly stereoselective Mannich-type reaction of 2-alkoxythiazol-5(4H)-ones are revealed.
منابع مشابه
A new chiral C1-symmetric NHC-catalyzed addition to α-aryl substituted α,β-disubstituted enals: enantioselective synthesis of fully functionalized dihydropyranones.
The first enantioselective NHC-catalyzed activation of α-aryl substituted α,β-disubstituted unsaturated aldehyde is successfully developed via a highly-active acyl azolium intermediate. The new C1-symmetric biaryl-saturated imidazolium exhibits a superior ability to enable previously unavailable transformation, and the corresponding fully functionalized dihydropyranones are efficiently synthesi...
متن کاملDetermination of Betaines by Fast Atom Bombardment Mass Spectrometry : Identification of Glycine Betaine Deficient Genotypes of Zea mays.
A rapid, sensitive, and selective method for the determination of betaines is described and discussed. The method entails derivatizing the quaternary ammonium compounds to increase their sensitivity to detection by fast atom bombardment mass spectrometry. Sensitivity of detection increases markedly as the length of the carbon chain of the alcohol used to esterify the betaine carboxylic acid gro...
متن کاملCorrection: A new chiral C1-symmetric NHC-catalyzed addition to α-aryl substituted α,β-disubstituted enals: enantioselective synthesis of fully functionalized dihydropyranones.
Chem. Commun., 2015, 51, 8385 | 8385 Cite this:Chem. Commun., 2015, 51, 8385 Correction: A new chiral C1-symmetric NHC-catalyzed addition to a-aryl substituted a,b-disubstituted enals: enantioselective synthesis of fully functionalized dihydropyranones Hong Lu, Jin-Yu Liu, Chen-Guang Li, Jun-Bing Lin, Yong-Min Liang and Peng-Fei Xu* Correction for ‘A new chiral C1-symmetric NHC-catalyzed additi...
متن کاملAsymmetric Synthesis of Modafinil and its Derivatives by using the Functionalized Silica-based Mesoporous MCM-41
Modafinil [2-[(diphenylmethyl)sulfinyl]acetamide] is used clinically in the treatment of narcolepsy and sleeping disorders. The synthesis of modafinil, begins with the reaction of benzhydrol and thioglycolic acid in trifluoroacetic acid to afford benzhydrylsulfinyl acetic acid. The reaction of acid with thionyl chloride in benzene followed by treatment with ammonium hydroxide gave acetamide...
متن کاملChiral ammonium betaine-catalyzed asymmetric Mannich-type reaction of oxindoles
A highly diastereo- and enantioselective Mannich-type reaction of 3-aryloxindoles with N-Boc aldimines was achieved under the catalysis of axially chiral ammonium betaines. This catalytic method provides a new tool for the construction of consecutive quaternary and tertiary stereogenic carbon centers on biologically intriguing molecular frameworks with high fidelity.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 46 2 شماره
صفحات -
تاریخ انتشار 2010