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Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
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Stereoselective Synthesis of Mechanically Planar Chiral Rotaxanes
Michael A Jinks1, Alberto de Juan1, Mathieu Denis1
1Chemistry, University of Southampton, Highfield, Southampton, SO17 1BJ, UK.
Abstract:
Chiral interlocked molecules in which the mechanical bond provides the sole stereogenic unit are typically produced with no control over the mechanical stereochemistry. Here we report a stereoselective approach to mechanically planar chiral rotaxanes in up to 98:2 d.r. using a readily available α-amino acid-derived azide. Symmetrization of the covalent stereocenter yields a rotaxane in which the mechanical bond provides the only stereogenic element.
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