1,1’-Binaphthalene-2-α-arylmethanol-2’-ols (Ar-BINMOLs) with Axial and sp3-Central Chirality：A Novel Chiral Ligands for Catalytic Asymmetric Transformations

doi:10.6023/cjoc201403053

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (7): 1255-1267.DOI: 10.6023/cjoc201403053 Previous Articles Next Articles

Notes

多手性中心联萘-2-芳甲羟基-2’-醇（Ar-BINMOLs）：一类可应用于不对称催化反应的新型手性配体

郑龙生^a, 宋涛^a, 徐利文^a,b

a 杭州师范大学有机硅化学及材料技术教育部重点实验室杭州 311121;
b 中国科学院兰州化学物理研究所羰基合成与选择氧化国家重点实验室兰州 730000

收稿日期:2014-03-25 修回日期:2014-04-17 发布日期:2014-05-06
通讯作者: 徐利文 E-mail:licpxulw@yahoo.com,liwenxu@hznu.edu.cn
基金资助:
国家自然科学基金（No.21173064）和浙江省自然科学基金（No.LR14B03001）资助项目.

1,1’-Binaphthalene-2-α-arylmethanol-2’-ols (Ar-BINMOLs) with Axial and sp³-Central Chirality：A Novel Chiral Ligands for Catalytic Asymmetric Transformations

Zheng Longsheng^a, Song Tao^a, Xu Liwen^a,b

a Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012;
b State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000

Received:2014-03-25 Revised:2014-04-17 Published:2014-05-06
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21173064) and the Zhejiang Provincial Natural Science Foundation of China (No. R14B030003).

1-(2-Hydroxynathalen-1-yl)naphthalene-2-ol (BINOL) and its derivatives have been used widely as chiral ligands in asymmetric catalysis. Recently, we have found that the simple axial chiral monoalkylated BINOLs could be converted into synthetically useful and enantiomerically pure 1,1'-binaphthalene-2-α-arylmethanol-2'-ols (Ar-BINMOLs) with axial and sp³-central chirality through the axial-to-central chirality transfer of [1,2]-Wittig rearrangement. At present, the catalytic application of Ar-BINMOLs in asymmetric catalysis has been revealed by our and Yus's groups. In this account, the progress in the field of BINOL and its derivatives will also be reported concisely in the article, and the Ar-BINMOLs and its derivatives as new chiral ligands for application in asymmetric catalysis would be summarized detailedly.

Key words: chiral ligands, 1-(2-Hydroxynathalen-1-yl)naphthalene-2-ol (BINOL), 1,1’-binaphthalene-2-a-arylmethanol-2’-ols (Ar-BINMOLs), [1,2]-Wittig rearrangement, asymmetric catalysis

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Zheng Longsheng, Song Tao, Xu Liwen. 1,1’-Binaphthalene-2-α-arylmethanol-2’-ols (Ar-BINMOLs) with Axial and sp³-Central Chirality：A Novel Chiral Ligands for Catalytic Asymmetric Transformations[J]. Chin. J. Org. Chem., 2014, 34(7): 1255-1267.

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多手性中心联萘-2-芳甲羟基-2’-醇（Ar-BINMOLs）：一类可应用于不对称催化反应的新型手性配体

1,1’-Binaphthalene-2-α-arylmethanol-2’-ols (Ar-BINMOLs) with Axial and sp³-Central Chirality：A Novel Chiral Ligands for Catalytic Asymmetric Transformations

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