以双钛催化剂作为手性路易斯酸时，硝酮与丙烯醛的不对称1,3-偶极环加成反应。
Asymmetric 1,3-dipolar cycloaddition reaction of nitrones and acrolein with a bis-titanium catalyst as chiral Lewis acid.
作者信息
Kano Taichi, Hashimoto Takuya, Maruoka Keiji
机构信息
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
出版信息
J Am Chem Soc. 2005 Aug 31;127(34):11926-7. doi: 10.1021/ja0523284.
A mu-oxo-type chiral bis-Ti(IV) oxide (S,S)-1 can be successfully utilized in the asymmetric 1,3-dipolar cycloaddition reactions between various nitrones 2 and acrolein to give the corresponding isoxazolidines with high to excellent enantioselectivities. For instance, the reaction between nitrone 2 (R = t-Bu) and acrolein in the presence of 10 mol % of bis-Ti(IV) catalyst (S,S)-1 in dichloromethane at -40 degrees C gave the corresponding endo cycloadduct with 97% ee.
一种μ-氧代型手性双钛（IV）氧化物（S,S）-1能够成功用于各种硝酮2与丙烯醛之间的不对称1,3-偶极环加成反应，以高至优异的对映选择性得到相应的异恶唑烷。例如，在-40℃下，在二氯甲烷中，10 mol%的双钛（IV）催化剂（S,S）-1存在下，硝酮2（R = t-Bu）与丙烯醛反应得到相应endo环加成产物，对映体过量值（ee）为97%。
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