Design of a Chiral Mesoporous Silica and Its Application as a Host for Stereoselective Di-π-methane...
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Vol. 70, 2005 Miriam Benitez, Gerhard Bringmann, Michael Dreyer, Hermenegildo Garcia,* Heiko Ihmels,* Michael Waidelich, and Kathrin Wissel. Design of a Chiral Mesoporous Silica and Its Application as a Host for Stereoselective Di-π- methane Rearrangements. Page 2318. Scheme 2. One methylene group was missing in the structure of the silylating reagent above the arrow. The correct structure should be as follows: In addition, compound 6 (N,N′-bis-[3-(triethoxysilyl)- propylaminocarbonyl]-trans-(1R,2R)-(-)-cyclohexadi- amine) in Scheme 2 was previously prepared: Moreau, J. J. E.; Vellutini, L.; Chi Man, M. W.; Bied, C. J. Am. Chem. Soc. 2001, 123, 1509-1510. Spectroscopic data of compound 6: IR (KBr disk) ν 3330, 1635, and 1600 cm -1 ; 1 H NMR δ (CDCl 3 ) δ 0.6 (t, SiCH 2 ), 1.2 (t, CH 3 ), 1.3-2.1 (m, CH 2 ), 2.8-3.7 (m, NCH and NCH 2 ), 3.8 (t, OCH 2 ), 4.9 (m, NH), and 5.3 (NH); 13 C NMR (CDCl 3 ) δ 7.4 (CH 2 ), 18.3 (CH 3 ), 23.5 (CH 2 ), 24.8 (CH 2 ), 33.2 (CH 2 ), 43.0 (CH 2 ), 54.7 (CH), 58.1 (CH 2 ), 159.0 (CdO). JO056026W 10.1021/jo056026w Published on Web 05/18/2005 5350 J. Org. Chem. 2005, 70, 5350
Transcript of Design of a Chiral Mesoporous Silica and Its Application as a Host for Stereoselective Di-π-methane...
Vol. 70, 2005
Miriam Benitez, Gerhard Bringmann, MichaelDreyer, Hermenegildo Garcia,* Heiko Ihmels,* MichaelWaidelich, and Kathrin Wissel. Design of a Chiral MesoporousSilica and Its Application as a Host for Stereoselective Di-π-methane Rearrangements.
Page 2318. Scheme 2. One methylene group wasmissing in the structure of the silylating reagent abovethe arrow. The correct structure should be as follows:
In addition, compound 6 (N,N′-bis-[3-(triethoxysilyl)-propylaminocarbonyl]-trans-(1R,2R)-(-)-cyclohexadi-amine) in Scheme 2 was previously prepared: Moreau,J. J. E.; Vellutini, L.; Chi Man, M. W.; Bied, C. J. Am.Chem. Soc. 2001, 123, 1509-1510.
Spectroscopic data of compound 6: IR (KBr disk) ν3330, 1635, and 1600 cm-1; 1H NMR δ (CDCl3) δ 0.6 (t,SiCH2), 1.2 (t, CH3), 1.3-2.1 (m, CH2), 2.8-3.7 (m, NCHand NCH2), 3.8 (t, OCH2), 4.9 (m, NH), and 5.3 (NH); 13CNMR (CDCl3) δ 7.4 (CH2), 18.3 (CH3), 23.5 (CH2), 24.8(CH2), 33.2 (CH2), 43.0 (CH2), 54.7 (CH), 58.1 (CH2), 159.0(CdO).
JO056026W
10.1021/jo056026wPublished on Web 05/18/2005
5350 J. Org. Chem. 2005, 70, 5350
