An approach toward the synthesis of PPAP natural product garsubellin A: construction of the tricyclic core

作者：Mehta Goverdhan^*; Bera Mrinal K

来源：Tetrahedron, 2013, 69(7): 1815-1821.

DOI：10.1016/j.tet.2012.12.066

• Dimedone
• PPAP natural product
• Neurodegenerative disorder
• Alzheimers%26apos
• disease
• Aldol reaction
• PCC oxidation

In a study directed toward the bioactive natural product garsubellin A, an expedient route to the bicyclo [3.3.1]nonan-9-one bearing tricyclic core, with a bridgehead anchored tetrahydrofuran ring, is delineated. The approach emanating from commercially available dimedone involved a DIBAL-H mediated retro aldol/re-aldol cyclization cascade and a PCC mediated oxidative cyclization as the key steps.

• 出版日期2013-2-18