朝着 luminamicin 的全合成迈进；一种厌氧抗生素：构建含有桥连醚部分的高度官能化的顺式十氢萘。
Toward the total synthesis of luminamicin; an anaerobic antibiotic: construction of highly functionalized cis-decalin containing a bridged ether moiety.
机构信息
Graduate School of Infection Control Sciences and Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
出版信息
J Antibiot (Tokyo). 2018 Feb;71(2):268-272. doi: 10.1038/ja.2017.77. Epub 2017 Jul 5.
Synthesis of a cis-decalin moiety, containing an oxa-bridged cis-decalin ring system (11-oxatricyclo(5.3.1.0)undecane), as a key intermediate of the total synthesis of luminamicin (1) was accomplished. One of the essential steps in our synthetic route is construction of a cis-decaline framework using a one-pot Michael addition-aldol reaction. Additionally, the bridged ether moiety was obtained by an intramolecular 1,6-oxa-Michael reaction of a conjugated aldehyde.
作为 luminamicin（1）全合成的关键中间体，我们成功合成了含有氧桥联顺式十氢萘环系统（11-氧杂三环[5.3.1.0]十一烷）的顺式十氢萘部分。我们合成路线中的关键步骤之一是使用一锅法迈克尔加成-羟醛缩合反应构建顺式十氢萘骨架。此外，通过共轭醛的分子内 1,6-氧杂迈克尔反应得到了桥接醚部分。
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