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

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.

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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