Published in
American Chemical Society, Organic Letters, 11(15), p. 2846-2849, 2013
DOI: 10.1021/ol401176a
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Synthesis and Structure Revision of the C43-C67 Part of Amphidinol 3
Journal article published in 2013 by
Makoto Ebine,
Mitsunori Kanemoto,
Yoshiyuki Manabe,
Yosuke Konno,
Ken Sakai,
Nobuaki Matsumori,
Michio Murata 
,
Tohru Oishi
,
Tohru Oishi
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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.