Cinchona alkaloid/sulfinyl chloride combinations: enantioselective sulfinylating agents of alcohols.

Cinchona alkaloid/sulfinyl chloride combinations: enantioselective sulfinylating agents of alcohols.
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DOI:
10.1021/ja0430189
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发表时间:
2005-01
影响因子:
15
通讯作者:
N. Shibata;Mitsuharu Matsunaga;M. Nakagawa;T. Fukuzumi;Shuichi Nakamura;T. Toru
N. Shibata;Mitsuharu Matsunaga;M. Nakagawa;T. Fukuzumi;Shuichi Nakamura;T. Toru
中科院分区:
化学1区
文献类型:
--
作者:
N. Shibata;Mitsuharu Matsunaga;M. Nakagawa;T. Fukuzumi;Shuichi Nakamura;T. Toru

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我们报告了一种新的方法,不对称亚磺酰化反应的基础上的金鸡纳生物碱/亚磺酰氯组合,作为第一个不对称亚磺酰化剂的非手性醇。芳烃亚磺酸酯的两种对映体的ee值均高达99%,这种高的对映体选择性可以用动态动力学拆分来解释。
We report a novel approach to asymmetric sulfinylation reactions based on a cinchona alkaloid/sulfinyl chloride combination that acts as the first asymmetric sulfinylating agents of achiral alcohols. Both enantiomers of arenesulfinates are obtained with up to 99% ee. The significantly high enantioselectivity observed in this case could be explained by dynamic kinetic resolution.