Total Synthesis of Pseudolaric Acid A

Authors


  • The work was supported by the Research Grants Council of Hong Kong SAR, P.R. China (Project No. HKU 7017/04P), the Areas of Excellence Scheme (Project No. AoE/P-10/01) administered by the University Grants Committee (HKSAR), and The University of Hong Kong. B.C. acknowledges the award of a postgraduate student exchange scholarship from the University of Hong Kong. We thank Prof. G. W. Qin of the Shanghai Institute of Materia Medica for a sample of pseudolaric acid A, and W.-T. Ma and Prof. Z. Cai (HKBU) for obtaining high-resolution mass spectra.

Abstract

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The antiangiogenic and cytotoxic natural product pseudolaric acid A ((−)-1) has been obtained by a 26-step synthetic route. This enantioselective synthesis employed an intramolecular carbene cyclization cycloaddition cascade reaction as the key step to construct the carbocyclic framework. PMB=para-methoxybenzyl.

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