Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5230238 | Tetrahedron | 2007 | 9 Pages |
Abstract
The diastereo- and enantioselective syntheses of trans-cycloalkyl amines was accomplished through a three-step sequence consisting of: (1) asymmetric transfer hydrogenation through dynamic kinetic resolution of bicyclic and monocyclic α-substituted ketones using HCO2H/Et3N as the hydrogen source and TsDPEN-based Ru(II) catalysts, (2) nucleophilic hydroxyl to azide substitution of the resulting cis-cycloalkanols using diphenyl phosphoryl azide under modified Mitsunobu conditions, and (3) reduction of the trans-azide intermediates with LiAlH4 of PPh3/H2O to the desired targets.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Rosario Fernández, Abel Ros, Antonio Magriz, Hansjörg Dietrich, José M. Lassaletta,