The central-to-axial chirality conversion represents a fascinating class of chemical processes consisting of the destruction of stereogenic centers and the simultaneous installation of axial chiral elements, which provides efficient methods for the preparation of axially chiral compounds. However, developing catalytic asymmetric approaches for constructing these central chirality precursors and the efficient central-to-axial chirality conversion remains a challenge due to the requirement of aromatization or elimination process. In this work, we have developed an unprecedented enantioselective intramolecular Friedel-Crafts alkylation with unactivated-ketone carbonyls from which a chiral tertiary alcohol was generated with high efficiency and excellent enantioselectivity. In addition, the central-to-axial chirality conversion strategy has been successfully applied to the synthesis of enantioenriched biaryls via a less-explored carbocation-initiated rearrangement and aromatization under the promotion of Lewis acid. This methodology provided a straightforward and sustainable access to a broad range of biaryl-2-carboxylic acid and in excellent yields (up to 92%) and excellent central-to-axial chirality conversion (up to 99% conversion percentage). This work could be a great model for developing new methods for synthesizing axially chiral biaryls and a general protocol for the rearrangement and aromatization of carbocations for further functionalization.

中心手性到轴手性的转换代表了一类令人着迷的化学过程，包括立体中心的破坏和轴向手性元素的同时安装，这为制备轴向手性化合物提供了有效的方法。然而，由于需要芳构化或消除过程，开发用于构建这些中心手性前体和有效的中心手性到轴手性转换的催化不对称方法仍然是一个挑战。在这项工作中，我们开发了一种前所未有的用未活化的酮羰基进行对映选择性分子内弗里德尔-克来福特烷基化反应，由此以高效率和优异的对映选择性生成手性叔醇。此外，中心到轴的手性转换策略已成功应用于在路易斯酸的促进下通过较少探索的碳正离子引发的重排和芳构化来合成对映体富集的联芳基化合物。该方法提供了一种直接、可持续的方法来获取各种联芳基-2-羧酸，并且具有优异的产率（高达 92%）和优异的中心到轴手性转化（高达 99% 的转化百分比）。这项工作可以成为开发合成轴向手性联芳基新方法的一个很好的模型，以及碳阳离子重排和芳构化以进一步功能化的通用方案。