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A Practical Method for the Large-Scale Preparation of the P-Chiral Dihydrobenzoazaphosphole Core by Chemical Resolution
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2022-08-05 , DOI: 10.1021/acs.joc.2c00495
Jean-Nicolas Desrosiers 1 , Yibo Xu 1 , Stephanie C Kosnik 1 , Bo Qu 1 , Kendricks S Lao 1 , Chris H Senanayake 1 , Yongda Zhang 1
Affiliation  

pivZPhos, as an effective ligand in the Cu-catalyzed asymmetric hydrogenation of ketones and aminoboration of alkenes, is prepared efficiently from the corresponding triflate of P-chiral dihydrobenzoazaphosphole 1. However, the previous approach to 1 by chiral separation is time-consuming and costly, preventing its production and further application on a large scale. In this report, a practical method for the large-scale preparation of 1 was developed via chiral chemical resolution with (1S,2S)-diaminocyclohexane as an effective resolution reagent.

中文翻译:

化学拆分大规模制备对手性二氢苯并氮杂磷核的实用方法

piv ZPhos 作为铜催化酮不对称氢化和烯烃氨基硼化的有效配体,由相应的P-手性二氢苯并氮杂磷1的三氟甲磺酸酯高效制备。然而,之前通过手性分离得到1的方法既费时又昂贵,阻碍了其大规模生产和进一步应用。在本报告中,以 (1 S ,2 S )-二氨基环己烷为有效的拆分试剂通过手性化学拆分开发了一种大规模制备1的实用方法。
更新日期:2022-08-05
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