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Gold-Catalyzed Atroposelective Synthesis of 1,1'-Binaphthalene-2,3'-diols.
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2019-11-19 , DOI: 10.1002/anie.201915456
Jianwei Zhang 1 , Martin Simon 1 , Christopher Golz 1 , Manuel Alcarazo 1
Affiliation  

A highly atroposelective (up to 97 % ee) Au-catalyzed synthesis of 1,1'-binaphthalene-2,3'-diols is reported starting from a range of substituted benzyl alkynones. Essential for the achievement of high enantioselectivity during the key assembly of the naphto-3-ol unit is the use of TADDOL-derived α-cationic phosphonites as ancillary ligands. Preliminary results demonstrate that the transformation of the obtained binaphthyls into axially chiral monodentate phosphines is possible without degradation of enantiopurity.

中文翻译:

金催化的1,1'-双萘-2,3'-二醇的阻转选择性合成。

据报道,从一系列取代的苄基炔烃开始,具有高度的对映选择性(高达97%ee)的Au催化的Au催化1,1'-联萘-2,3'-二醇的合成。在萘-3-醇单元的关键组装过程中实现高对映选择性的关键是使用TADDOL衍生的α-阳离子亚膦酸酯作为辅助配体。初步结果表明,所获得的联萘可以转化为轴向手性单齿膦,而不会降低对映体纯度。
更新日期:2020-01-23
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