Concise Syntheses of the Natural Products (+)-Sylvaticin and (+)-cis-Sylvaticin

被引：30

作者：

Donohoe, Timothy J. ^{[1
]}

Harris, Robert M. ^{[1
]}

Williams, Oliver ^{[1
]}

Hargaden, Grainne C. ^{[1
]}

Burrows, Jeremy ^{[2
]}

Parker, Jeremy ^{[3
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

[2] AstraZeneca, Dept Med Chem R&D, S-15185 Sodertalje, Sweden

[3] AstraZeneca, Proc R&D Avlon Charnwood, Bristol BS10 7ZE, Avon, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 35期

基金：

英国工程与自然科学研究理事会;

关键词：

ANNONACEOUS ACETOGENINS; OXIDATIVE CYCLIZATION; STEREOSELECTIVE-SYNTHESIS; SYLVATICIN; TETRAHYDROFURANS; (+)-GIGANTECIN; PERRUTHENATE; 1,5-DIENES; MECHANISMS; ALKENES;

D O I：

10.1021/ja9049959

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Two concise syntheses of the natural products cis-sylvaticin and sylvaticin are reported, using oxidative cyclization methodology as the key step. A sequential solvolysis/hydride shift/intramolecular reduction cascade was used to establish the trans stereochemistry of one of the THF rings of sylvaticin.

引用

页码：12854 / 12861

页数：8

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