取代二酮哌嗪的对映选择性有机催化α-亚磺酰化反应
Enantioselective organocatalytic alpha-sulfenylation of substituted diketopiperazines.
作者信息
Polaske Nathan W, Dubey Ramin, Nichol Gary S, Olenyuk Bogdan
机构信息
Department of Chemistry and Biochemistry, The University of Arizona, 1306 E University Blvd, Tucson, AZ 85721, USA.
出版信息
Tetrahedron Asymmetry. 2009 Dec 11;20(23):2742-2750. doi: 10.1016/j.tetasy.2009.10.037.
Abstract
The asymmetric organocatalytic alpha-sulfenylation of substituted piperazine-2,5-diones is reported, with cinchona alkaloids as chiral Lewis bases and electrophilic sulfur transfer reagents. Catalyst loadings, the type of sulfur transfer reagent, temperature and solvent were investigated in order to optimize the reaction conditions. The effects of ring substitution and the type of catalyst on the yield and enantioselectivity of the reaction are reported.
摘要
本文报道了以金鸡纳生物碱作为手性路易斯碱和亲电硫转移试剂，对取代哌嗪 - 2,5 - 二酮进行不对称有机催化α - 亚磺酰化反应。研究了催化剂负载量、硫转移试剂类型、温度和溶剂，以优化反应条件。还报道了环取代和催化剂类型对反应产率和对映选择性的影响。
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