1242421-72-2Relevant academic research and scientific papers
Synthesis of the bis-tetrahydropyran core of amphidinol 3
Crimmins, Michael T.,Martin, Timothy J.,Martinot, Theodore A.
supporting information; experimental part, p. 3890 - 3893 (2010/11/17)
A convergent synthesis of the C31-C52 bis-tetrahydropyran core of the natural product amphidinol 3 is reported. A common intermediate was synthesized from d-tartaric acid utilizing an asymmetric glycolate alkylation/ring-closing metathesis sequence to construct the THP rings. Differential elaboration of the common intermediate allowed the synthesis of two distinct coupling partners which were joined through a modified Horner-Wadsworth-Emmons olefination to provide the bis-tetrahydropyran core.
