SYNTHETIC PHOTOCHEMISTRY .67. A TOTAL SYNTHESIS OF (+/-)-HINESOL AND (+/-)-AGAROSPIROL VIA RETRO-BENZILIC ACID REARRANGEMENT

被引：9

作者：

HATSUI, T ^{[1
]}

WANG, JJ ^{[1
]}

TAKESHITA, H ^{[1
]}

机构：

[1] KYUSHU UNIV 86, INST ADV MAT STUDY, KASUGA, FUKUOKA 816, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1995年 / 68卷 / 08期

关键词：

D O I：

10.1246/bcsj.68.2393

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mild base-catalyzed retro-benzilic acid rearrangement of a proto-photocycloadduct, formed in highly stereoselective photoaddition of methyl 2,4-dioxopentanoate to 1,5-dimethyl-6-methylene-1-cyclohexene, afforded a spiro[4.5]decenedione derivative. Reductive elimination of the alpha-dicarbonyl function and C-1-homologation furnished (+/-)-hinesol and (+/-)-agarospirol.

引用

页码：2393 / 2399

页数：7

共 24 条

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