Enantioselective Synthesis of 1,2-Diarylaziridines by the Organocatalytic Reductive Amination of α-Chloroketones

2007 ◽  
Vol 46 (20) ◽  
pp. 3722-3724 ◽  
Author(s):  
Andrei V. Malkov ◽  
Sigitas Stončius ◽  
Pavel Kočovský
Keyword(s):  
Reductive Amination ◽  
Enantioselective Synthesis

Enantioselective synthesis of tetrahydroisoquinolines via catalytic intramolecular asymmetric reductive amination

2021 ◽  
Author(s):  
Ruixia Liu ◽  
Jingkuo Han ◽  
Bin Li ◽  
Xian Liu ◽  
Zhao Wei ◽  
...  
Keyword(s):  
Reductive Amination ◽  
Enantioselective Synthesis ◽  
Iridium Complex ◽  
Highly Efficient ◽  
Efficient Access

A highly efficient intramolecular asymmetric reductive amination transformation catalyzed by an iridium complex of tBu-ax-Josiphos has been realized, providing an efficient access to various THIQ alkaloids.

scholarly journals Intramolecular asymmetric reductive amination: synthesis of enantioenriched dibenz[c,e]azepines

2019 ◽  
Vol 10 (8) ◽  
pp. 2473-2477 ◽  
Author(s):  
Tao Yang ◽  
Xiaochong Guo ◽  
Qin Yin ◽  
Xumu Zhang
Keyword(s):  
Reductive Amination ◽  
Enantioselective Synthesis ◽  
One Pot

An enantioselective synthesis of dibenz[c,e]azepines containing both central and axial chiralities through a one pot N-Boc deprotection/intramolecular asymmetric reductive amination sequence has been achieved with generally excellent enantiocontrol (up to 97% ee).

Intramolecular Michael Addition of N- and O-Centred Nucleophiles to Tethered Acrylates. The Role of Double-Bond Geometry in Controlling the Diastereo- selectivity of Cyclizations Leading to 2,6-Disubstituted Tetrahydropyrans and Piperidines.

1998 ◽  
Vol 51 (1) ◽  
pp. 9 ◽  
Author(s):  
Martin G. Banwell ◽  
Brett D. Bissett ◽  
Chinh T. Bui ◽  
Ha T. T. Pham ◽  
Gregory W. Simpson
Keyword(s):  
Double Bond ◽  
Total Synthesis ◽  
Michael Addition ◽  
Reductive Amination ◽  
Major Product ◽  
Enantioselective Synthesis ◽  
Cyclization Reactions ◽  
Glandular Secretion

The oxyanion derived from hydroxyacrylate E-(5) undergoes smooth intramolecular Michael addition to give the trans-2,6-disubstituted tetrahydropyran (7) as the major product of reaction. In contrast, the oxyanion obtained from isomer Z-(5) cyclizes to give the cis-2,6-disubstituted tetrahydropyran (6) as the major product. Such chemistry has been extended to the enantioselective synthesis of (+)-(6) the acquisition of which constitutes a formal total synthesis of acid (+)-(2), a constituent of the glandular secretion from the civet cat (Viverra civetta). Reductive amination of keto acrylate (12) affords an intermediate amine which cyclizes, in situ, to give the cis-2,6-disubstituted piperidine (26). Analogous treatment of compound (13) delivers the isomeric trans-2,6-disubstituted piperidine (27) as the exclusive product of reaction. Transition state structures have been proposed to account for the diastereoselectivities observed in all of the cyclization reactions.

Enantioselective Synthesis of 1,2-Diarylaziridines by the Organocatalytic Reductive Amination of α-Chloroketones

2007 ◽  
Vol 119 (20) ◽  
pp. 3796-3798 ◽  
Author(s):  
Andrei V. Malkov ◽  
Sigitas Stončius ◽  
Pavel Kočovský
Keyword(s):  
Reductive Amination ◽  
Enantioselective Synthesis

A One-Pot Process for the Enantioselective Synthesis of Amines via Reductive Amination under Transfer Hydrogenation Conditions

2003 ◽  
Vol 5 (22) ◽  
pp. 4227-4230 ◽  
Author(s):  
Glynn D. Williams ◽  
Richard A. Pike ◽  
Charles E. Wade ◽  
Martin Wills
Keyword(s):  
Reductive Amination ◽  
Enantioselective Synthesis ◽  
Transfer Hydrogenation ◽  
One Pot
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