公开(公告)号：US11008322B1

公开(公告)日：2021-05-18

申请号：US16842744

申请日：2020-04-07

Applicant: Sichuan University

Inventor： Fener Chen ,  Pei Tang ,  Wen Zhang ,  Lin Dong ,  Youcai Xiao

IPC: C07D471/14

Abstract: Disclosed herein is a method of synthesizing a (1S,12bS) lactam ester compound, including: subjecting a dihydrocarboline diester compound of formula (II) to asymmetric hydrogenation and lactamization in an organic solvent in the presence of an iridium catalyst precursor, a chiral diphosphine ligand and a halogen-containing reagent under hydrogen atmosphere to produce the (1S,12bS) lactam ester compound of formula (I), as shown in the following reaction scheme, where R1, R2 and R3 are defined in the same manner with the specification.

公开(公告)号：US11623913B2

公开(公告)日：2023-04-11

申请号：US16830037

申请日：2020-03-25

Applicant: Sichuan University

Inventor： Fener Chen ,  Lin Dong ,  Yingqi Xia ,  Pei Tang ,  Youcai Xiao

IPC: C07C201/12 ,  C07C205/16 ,  B01J31/18

Abstract: Disclosed is a method of synthesizing a (1R,2R)-nitroalcohol compound of formula (I), as shown in the following reaction scheme, including: subjecting a compound of formula (II) and a compound of formula (III) to a condensation reaction in an organic solvent in the presence of a copper complex generated in situ from a chiral (1S,2R)-amino alcohol ligand and a cupric salt to produce the (1R,2R)-nitroalcohol compound of formula (I), where R1 and R2 are defined in the same manner as that in the specification. The method involves mild reaction conditions, excellent diastereoselectivity and high chemical yield, and thus it is suitable for industrial applications.