The title compound （2S,2＇S,4＇R）-2-（1-hydroxy-1-ethylpropyl）-1-[（1＇-p-tosyl-4＇- hydroxypyrolidin-2＇-yl）methyl]pyrrolidine synthesized by using （2S,4R）-4-hydroxy-L-proline and L-proline as the main material...The title compound （2S,2＇S,4＇R）-2-（1-hydroxy-1-ethylpropyl）-1-[（1＇-p-tosyl-4＇- hydroxypyrolidin-2＇-yl）methyl]pyrrolidine synthesized by using （2S,4R）-4-hydroxy-L-proline and L-proline as the main materials was characterized through IR, ^1H NMR, ^13C NMR and HRMS spectra as well as single-crystal X-ray diffraction analysis. There is one equivalent ethanol involved in the crystal （C23H40N2O5S, Mr = 456.63）. The crystal belongs to the triclinic system, space group P1, a = 6.5628（13）, b = 8.4228（17）, c = 11.957（2）°A, α= 80.54（3）,β= 83.19（3）, γ= 89.89（3）°, V= 647.3（2） °A^3, Z = 1, D, = 1.171 g/cm^3, λ（MoKα） = 0.71073°A,β = 0.158 mm^-1, F（000） = 248, the final R = 0.0465 and wR = 0.1336 for 1769 observed reflections with I〉 2σ（I）. The adjacent molecules of compound 5 are linked through intermolecular hydrogen bonds formed by the secondary hydroxy group of one molecule with the tertiary hydroxy group of another one, and the molecular chains are further linked by ethanol through two kinds of hydrogen bonds with two molecules from different chains respectively to form a supramolecular structure.展开更多
A new kind of optically active polymer bearing chiral amino alcohol was prepared by means of graft. The resulting grafted polymer was obtained as follows. First, the carbonyl of optically active helical poly（menthyl ...A new kind of optically active polymer bearing chiral amino alcohol was prepared by means of graft. The resulting grafted polymer was obtained as follows. First, the carbonyl of optically active helical poly（menthyl vinyl ketone）（poly-MVK） was reduced to hydroxyl group with lithium aluminum hydride as a reductant to yield poly（1-menthyl-2-propen-1-ol）（poly-MPO）. Second, the hydroxyl group of poly-MPO reacted with epichlorohydrin to yield methyloxirane-loading poly-MPO[（poly-MPO）-MO]. Third, the（poly-MPO）-MO reacted with amine to pro- duce optically active polymer bearing chiral amino alcohol[（poly-MPO）-APO]. The （poly-MPO）-APO was applied to the asymmetric addition of phenylacetylene to aromatic ketone. Good enantioselectivities were achieved and the catalyst could be recovered and reused 5 times with unchanged enantioselectivity and slightly decreased activity.展开更多
（S）-（1-Benzylpyrrolidin-2-yl）diphenylmethanol and cinchonine were evaluated as promotors in the asymmetric additions of phenylacetylene to ketones, in order to prepare chiral propargylic alcohols. Good yields （up...（S）-（1-Benzylpyrrolidin-2-yl）diphenylmethanol and cinchonine were evaluated as promotors in the asymmetric additions of phenylacetylene to ketones, in order to prepare chiral propargylic alcohols. Good yields （up to 89%） and moderate enantioselectivities （up to 77.9% ee） were achieved. Addition of Ti（OPr-i）4 can significantly improve the enantioselectivity of the reaction.展开更多
基金Supported by the National Natural Science Foundation of China (No. 20372059)
文摘The title compound （2S,2＇S,4＇R）-2-（1-hydroxy-1-ethylpropyl）-1-[（1＇-p-tosyl-4＇- hydroxypyrolidin-2＇-yl）methyl]pyrrolidine synthesized by using （2S,4R）-4-hydroxy-L-proline and L-proline as the main materials was characterized through IR, ^1H NMR, ^13C NMR and HRMS spectra as well as single-crystal X-ray diffraction analysis. There is one equivalent ethanol involved in the crystal （C23H40N2O5S, Mr = 456.63）. The crystal belongs to the triclinic system, space group P1, a = 6.5628（13）, b = 8.4228（17）, c = 11.957（2）°A, α= 80.54（3）,β= 83.19（3）, γ= 89.89（3）°, V= 647.3（2） °A^3, Z = 1, D, = 1.171 g/cm^3, λ（MoKα） = 0.71073°A,β = 0.158 mm^-1, F（000） = 248, the final R = 0.0465 and wR = 0.1336 for 1769 observed reflections with I〉 2σ（I）. The adjacent molecules of compound 5 are linked through intermolecular hydrogen bonds formed by the secondary hydroxy group of one molecule with the tertiary hydroxy group of another one, and the molecular chains are further linked by ethanol through two kinds of hydrogen bonds with two molecules from different chains respectively to form a supramolecular structure.
基金Supported by the National Natural Science Foundation of China（No.21172186） and the Higher Education Doctoral Science Foundation of China（No.20134301110004）.
文摘A new kind of optically active polymer bearing chiral amino alcohol was prepared by means of graft. The resulting grafted polymer was obtained as follows. First, the carbonyl of optically active helical poly（menthyl vinyl ketone）（poly-MVK） was reduced to hydroxyl group with lithium aluminum hydride as a reductant to yield poly（1-menthyl-2-propen-1-ol）（poly-MPO）. Second, the hydroxyl group of poly-MPO reacted with epichlorohydrin to yield methyloxirane-loading poly-MPO[（poly-MPO）-MO]. Third, the（poly-MPO）-MO reacted with amine to pro- duce optically active polymer bearing chiral amino alcohol[（poly-MPO）-APO]. The （poly-MPO）-APO was applied to the asymmetric addition of phenylacetylene to aromatic ketone. Good enantioselectivities were achieved and the catalyst could be recovered and reused 5 times with unchanged enantioselectivity and slightly decreased activity.
文摘（S）-（1-Benzylpyrrolidin-2-yl）diphenylmethanol and cinchonine were evaluated as promotors in the asymmetric additions of phenylacetylene to ketones, in order to prepare chiral propargylic alcohols. Good yields （up to 89%） and moderate enantioselectivities （up to 77.9% ee） were achieved. Addition of Ti（OPr-i）4 can significantly improve the enantioselectivity of the reaction.
