Total Synthesis and Structure Assignment of Saptomycin H

Total Synthesis and Structure Assignment of Saptomycin H
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沙托霉素 H 的全合成及结构鉴定

DOI:
10.1021/acs.orglett.1c04306
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发表时间:
2022
期刊:
影响因子:
5.2
通讯作者:
Suzuki Keisuke
Suzuki Keisuke
中科院分区:
化学1区
文献类型:
--
作者:
Shimura Jun;Ando Yoshio;Ohmori Ken;Suzuki Keisuke

文献摘要

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本文报道了saptomycin H(2)的首次全合成,确定了环氧乙烷侧链的未鉴定的绝对立体化学为14 R,16 S。其关键包括(1)蒽酮、糖和侧链三个单元的简洁组装,以及(2)AZADOL介导的6-内选择性吡喃酮(A-环)形成。
We report herein the first total synthesis of saptomycin H (2), by which the unidentified absolute stereochemistry of the oxiranyl side chain has been determined as 14R,16S. The keys include (1) concise assembly of three units, anthrone, sugar and side chain, and (2) AZADOL-mediated 6-endo-selective pyranone (A-ring) formation.