Toward the total synthesis of luminamicin; an anaerobic antibiotic: construction of highly functionalized cis-decalin containing a bridged ether moiety.
Toward the total synthesis of luminamicin; an anaerobic antibiotic: construction of highly functionalized cis-decalin containing a bridged ether moiety.
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鲁米霉素的全合成；
DOI：
10.1038/ja.2017.77
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发表时间：
2017
期刊：
影响因子：
--
通讯作者：
Satoshi Omura and Toshiaki Sunazuka
中科院分区：
文献类型：
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作者：
Hiroyasu Ando;Aoi Kimishima;Motoyoshi Ohara;Tomoyasu Hirose;Takanori Matsumaru;Hirokazu Takada;Keisuke Morodome;Takehiro Miyamoto;Akihiro Sugawara;Satoshi Omura and Toshiaki Sunazuka
合成含有氧杂桥连的顺式-十氢化萘环系统的顺式-十氢化萘部分（11-氧杂三环（5.3.1））。1. 1，7 0 3，8）十一烷），作为全合成鲁米诺霉素（1）的关键中间体。在我们的合成路线中的一个重要步骤是使用一锅迈克尔加成-羟醛反应构建顺式十氢化萘框架。此外，通过共轭醛的分子内1，6-氧杂-迈克尔反应获得桥接醚部分。
Synthesis of a cis-decalin moiety, containing an oxa-bridged cis-decalin ring system (11-oxatricyclo (5.3. 1. 1, 7 0 3, 8) 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.