A concise asymmetric synthesis of the ADE fragment of nakadomarin A.
The ADE fragment of nakadomarin A has been synthesized in nine linear steps from commercial material. The key transformation is an asymmetric azomethine ylide [1,3]-dipolar cycloaddition to establish the AD-spirocyclic system containing three of the four stereocenters of the natural product. [reaction: see text]
Ahrendt
Kateri A
KA
Department of Chemistry, Colorado State University, Fort Collins, CO 80523-1872, USA.
Williams
Robert M
RM
D001391:Azo Compounds / Q000737:chemistry; D002243:Carbolines / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000138:chemical synthesis
D001391:Azo Compounds; D002243:Carbolines; D013141:Spiro Compounds; C476640:nakadomarin A; C001825:azomethane