Asymmetric Total Syntheses and Structure Elucidations of (+)-Eurotiumide F and (+)-Eurotiumide G
Asymmetric Total Syntheses and Structure Elucidations of (+)-Eurotiumide F and (+)-Eurotiumide G
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DOI：
10.1248/cpb.c18-00948
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发表时间：
2019-09-01
影响因子：
1.7
通讯作者：
Namba, Kosuke
中科院分区：
文献类型：
--
作者：
Nakayama, Atsushi;Sato, Hideo;Namba, Kosuke
本文报道了含二氢吡喃的天然产物（+）-铕酰亚胺F和（+）-铕酰亚胺G的不对称全合成。这些全合成反应揭示了铕酰亚胺F和铕酰亚胺G的绝对构型，证实了铕酰亚胺F的结构，修正了铕酰亚胺G的结构。这些合成的亮点是在热条件下与具有炔丙基醚的4-甲氧基异色满-1-酮衍生物在酚醚上热重排以构建二氢吡喃环。（+）-铕鎓 G的X-射线晶体学分析澄清了C1-位的立体化学。
Asymmetric total syntheses of dihydropyran containing natural products, (+)-eurotiumide F and (+)-eurotiumide G have been described. These total syntheses revealed the absolute configuration of eurotiumide F and G, and confirmed the reported structure of eurotiumide F and revised the reported structure of eurotiumide G. Highlight of these syntheses is thermal rearrangement with 4-methoxyisochroman-1-one derivative having propargyl ether on phenolic ether under thermal condition to construct dihydropyran ring. X-Ray crystallographic analysis of (+)-eurotiumide G clarified the stereochemistry at the C1-position.