PMID- 29901037 OWN - NLM STAT- PubMed-not-MEDLINE DCOM- 20180626 LR - 20180626 IS - 1364-548X (Electronic) IS - 1359-7345 (Linking) VI - 54 IP - 52 DP - 2018 Jun 26 TI - A one-pot process for the enantioselective synthesis of tetrahydroquinolines and tetrahydroisoquinolines via asymmetric reductive amination (ARA). PG - 7247-7250 LID - 10.1039/c8cc03586e [doi] AB - 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. FAU - Yang, Tao AU - Yang T AD - Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, P. R. China. zhangxm@sustc.edu.cn. FAU - Yin, Qin AU - Yin Q FAU - Gu, Guoxian AU - Gu G FAU - Zhang, Xumu AU - Zhang X LA - eng PT - Journal Article PL - England TA - Chem Commun (Camb) JT - Chemical communications (Cambridge, England) JID - 9610838 EDAT- 2018/06/15 06:00 MHDA- 2018/06/15 06:01 CRDT- 2018/06/15 06:00 PHST- 2018/06/15 06:00 [pubmed] PHST- 2018/06/15 06:01 [medline] PHST- 2018/06/15 06:00 [entrez] AID - 10.1039/c8cc03586e [doi] PST - ppublish SO - Chem Commun (Camb). 2018 Jun 26;54(52):7247-7250. doi: 10.1039/c8cc03586e.