Synthesis of the monomeric unit of gamma-actinorhodin

被引：36

作者：

Brimble, MA ^{[1
]}

Duncalf, LJ ^{[1
]}

Phythian, SJ ^{[1
]}

机构：

[1] MASSEY UNIV,DEPT CHEM & BIOCHEM,PALMERSTON NORTH,NEW ZEALAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 09期

关键词：

D O I：

10.1039/a606765d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first syntheses of the monomeric units of actinorhodin 19 and 5-epi-gamma-actinorhodin 18 are described. The key steps involve addition of 2-trimethylsilyloxyfuran 14 to the 2-acetylnaphthoquinone 13 affording the adduct 15 which undergoes oxidative rearrangement to a pyranonaphthoquinone system 16 upon treatment with eerie ammonium nitrate. Naphthoquinone 13 is prepared from naphthol 11 which, in turn, is prepared via addition of furan 5 to 1,4-dimethoxy-2,3-dehydrobenzene followed by treatment with acid.

引用

页码：1399 / 1403

页数：5

共 19 条

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