Enantioselective Routes to Sulfoxides Based Upon the Use of Carbanionic Leaving Groups

Enantioselective Routes to Sulfoxides Based Upon the Use of Carbanionic Leaving Groups
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基于碳负离子离去基团的对映选择性合成亚砜的路线

DOI:
10.1002/ejoc.200300497
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发表时间:
2004
影响因子:
2.8
通讯作者:
F. Naso
F. Naso
中科院分区:
化学3区
文献类型:
--
作者:
M. Capozzi;C. Cardellicchio;F. Naso

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几个碳负离子离去基团可以容易地被有机金属试剂从亚磺酰基中置换。该反应遵循高度立体选择性的构型反转过程。如果前体亚磺酰基化合物的现成路线是可用的(例如,相应硫化物的对映选择性氧化),则该方法可以转化为用于立体选择性合成亚砜的简单且通用的程序。(© Wiley-VCH Verlag GmbH & Co. KGaA,69451魏因海姆,德国,2003)
Several carbanionic leaving groups can be easily displaced from the sulfinyl group by organometallic reagents. The reaction follows a highly stereoselective course of inversion of configuration. Provided that a ready route to the precursor sulfinyl compound is available (e.g. an enantioselective oxidation of the corresponding sulfide), the process can be transformed into an easy and versatile procedure for the stereoselective synthesis of sulfoxides. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)