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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
The synthesis of substituted amino[2.2]paracyclophanes
Krishanthi P Jayasundera1, Disraëli N M Kusmus2, Lise Deuilhé3
1Institute of Fundamental Sciences, Massey University, Private Bag 11 222, Palmerston North, New Zealand. g.j.rowlands@massey.ac.nz.
Abstract:
Two methodologies for the formation of substituted amino[2.2]paracyclophane derivatives were developed. The first involves the direct amination of bromo[2.2]paracyclophanes with sodium azide. This permits the synthesis of simple mono- and disubstituted derivatives but fails to give sterically congested pseudo-gem derivatives. A 'one-pot' oxidation-Lossen rearrangement of [2.2]paracyclophane oximes provides access to a range of amino[2.2]paracyclophanes including the most efficient synthesis of the pseudo-gem planar chiral amino acid yet reported.
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