A Practical Method for the Large-Scale Preparation of the P‑Chiral Dihydrobenzoazaphosphole Core by Chemical Resolution

Posted on 05.08.2022 - 22:20
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.

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Desrosiers, Jean-Nicolas; Xu, Yibo; Kosnik, Stephanie C.; Qu, Bo; Lao, Kendricks S.; Senanayake, Chris H.; et al. (2022): A Practical Method for the Large-Scale Preparation of the P‑Chiral Dihydrobenzoazaphosphole Core by Chemical Resolution. ACS Publications. Collection. https://doi.org/10.1021/acs.joc.2c00495
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