Asymmetric reductive amination for the synthesis of both chiral tetrahydroquinolines (THQs) and tetrahydroisoquinolines (THIQs) has been realized with an Ir/ZhaoPhos catalytic system via a one-pot N-Boc deprotection/intramolecular asymmetric reductive amination (ARA) sequence. Control experiments reveal that HCl plays a vital role to the success of this transformation. The HCl acid assists the removal of the N-Boc protecting group and also provides chloride ions to interact with the thiourea moiety in ZhaoPhos, thus leading to excellent reaction enantiocontrol.

中文翻译：

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一锅法通过不对称还原胺化（ARA）对映选择性合成四氢喹啉和四氢异喹啉†

Ir / ZhaoPhos催化体系通过一锅N - Boc脱保护/分子内不对称还原胺化（ARA）序列实现了用于合成手性四氢喹啉（THQs）和四氢异喹啉（THIQs）的不对称还原胺化。对照实验表明，HCl对这种转化的成功起着至关重要的作用。HCl酸有助于除去N- Boc保护基，还提供氯离子与ZhaoPhos中的硫脲部分相互作用，从而实现出色的反应对映控制。