Stereoselective Total Synthesis of Atpenins A4 and B, Harzianopyridone, and NBRI23477 B

Masaki Ohtawa; Kouhei Sugiyama; Tohru Hiura; Shujiro Izawa; Kazuro Shiomi; Satoshi Omura; Tohru Nagamitsu

doi:10.1248/cpb.c12-00266

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Stereoselective Total Synthesis of Atpenins A4 and B, Harzianopyridone, and NBRI23477 B

Masaki Ohtawa, Kouhei Sugiyama, Tohru Hiura, Shujiro Izawa, Kazuro Shiomi, Satoshi Omura, Tohru Nagamitsu

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Keywords: total synthesis, complex II inhibitor, atpenin A4, atpenin B, harzianopyridone, NBRI23477 B

JOURNAL FREE ACCESS

2012 Volume 60 Issue 7 Pages 898-906

DOI https://doi.org/10.1248/cpb.c12-00266

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Abstract

The stereoselective total synthesis of atpenins A4 (2) and B (3), harzianopyridone (4), and NBRI23477 B (5) have been developed using a convergent approach involving the coupling reaction of a common iodopyridine with an aldehyde corresponding to the appropriate side chain of the desired compound. Furthermore, the absolute configurations of atpenin B (3), harzianopyridone (4), and NBRI23477 B (5) have been unambiguously determined.

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