Atropisomerism at C-S Bonds: Asymmetric Synthesis of Diaryl Sulfones by Dynamic Resolution Under Thermodynamic Control

Atropisomerism at C-S Bonds: Asymmetric Synthesis of Diaryl Sulfones by Dynamic Resolution Under Thermodynamic Control
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DOI:
10.1002/anie.200901718
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发表时间:
2009-01-01
影响因子:
16.6
通讯作者:
Helliwell, Madeleine
Helliwell, Madeleine
中科院分区:
化学1区
文献类型:
--
作者:
Clayden, Jonathan;Senior, James;Helliwell, Madeleine

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一个强大的构象偏好所表现出的二芳基砜轴躺邻位的亚磺酰基取代基,使阻转异构体二芳基砜在热力学控制下的动态分辨率(见方案; ER=对映体比)。这些化合物是第一个在CS键上表现出阻转异构性的可拆分化合物。© 2009 Wiley-VCH Verlag GmbH & Co. KGaA。
A powerful conformational preference exhibited by a diaryl sulfone axis lying ortho to a sulfinyl substituent enabled the dynamic resolution of atropisomeric diaryl sulfones under thermodynamic control (see scheme; er= enantiomeric ratio). These compounds are the first resolvable compounds exhibiting atropisomerism at CS bonds.© 2009 Wiley-VCH Verlag GmbH & Co. KGaA.