Title: Asymmetric Synthesis of 1-aza-4-deoxypicropodophyllotoxin
Authors: Aigret, Benoit
Jacobs, Jeroen
Van Meervelt, Luc
De Borggraeve, Wim # ×
Issue Date: Jun-2013
Publisher: Georg Thieme Verlag
Series Title: Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry vol:24 issue:9 pages:1097-1100
Abstract: In our search for new easily accessible analogues based on the natural product podophyllotoxin, we synthesized 1-aza-4-deoxypicropodophyllotoxin in good overall yield and excellent enantioselectivity. The synthesis was centered around a direct asymmetric Mannich reaction using d-proline as the key step for introduction of the chiral centres. Our synthesis of 1-aza-4-deoxypodophyllotoxin was hindered through the increased instability towards epimerization of the C2 position. We did, however, synthesized a new scaffold based on the opened lactone analogue.
ISSN: 0936-5214
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Design and Synthesis
× corresponding author
# (joint) last author

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