Reaction optimization using solid-phase catalysis-CD HTS:: Nb-imidazoline-Cu(I)-catalyzed asymmetric benzoylation of 1,2-diols
Reaction optimization using solid-phase catalysis-CD HTS:: Nb-imidazoline-Cu(I)-catalyzed asymmetric benzoylation of 1,2-diols
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DOI：
10.1021/ol0702122
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发表时间：
2007-03-15
期刊：
影响因子：
5.2
通讯作者：
Yanagisawa, Akira
中科院分区：
文献类型：
--
作者：
Arai, Takayoshi;Mizukami, Tomoe;Yanagisawa, Akira
用固相不对称催化剂催化1，2-二醇的不对称苯甲酰化反应。通过对不同金属盐、不同溶剂、不同碱、不同温度的筛选，优化了反应条件。利用圆二色谱检测进行高通量筛选，结果表明，Nb-咪唑啉-铜(I)与二异丙基乙胺结合能够以高的对映体选择性催化，得到高产率的单苯甲酰化产物和高达95%ee的优良对映体过量。
Catalytic asymmetric benzoylation of 1,2-diols has been developed using a solid-phase asymmetric catalyst. The reaction conditions were optimized by the screening of different metal salts, solvents, bases, and temperatures. High-throughput screening was performed using circular dichroism detection, and the results revealed that Nb-imidazoline-copper(I) in combination with diisopropylethylamine was able to catalyze with high enantioselectivity, giving the monobenzoylated products in high yields and excellent enantiomeric excesses of up to 95% ee.