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Synthesis and structure revision of the C43-C67 part of amphidinol 3
Makoto Ebine1, Mitsunori Kanemoto, Yoshiyuki Manabe
1Department of Chemistry, Faculty and Graduate School of Sciences, Kyushu University, 6-10-1 Hakozaki, Fukuoka 812-8581, Japan.
Abstract:
Stereoselective synthesis of the C43-C67 part of amphidinol 3 (AM3) and its C51-epimer was achieved starting from a common intermediate corresponding to the tetrahydropyran moiety of AM3, via asymmetric oxidations and Julia-Kocienski olefination. By comparing NMR data of the synthetic specimens with those of AM3, the absolute configuration at C51 of AM3 was revised from R to S.
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