Biomimetic Synthesis of Dimeric Metabolite Acremine G via a Highly Regioselective and Stereoselective Diels-Alder Reaction

被引：20

作者：

Arkoudis, Elias ^{[1
]}

Lykakis, Ioannis N. ^{[1
]}

Gryparis, Charis ^{[1
]}

Stratakis, Manolis ^{[1
]}

机构：

[1] Univ Crete, Dept Chem, Iraklion 71003, Greece

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 14期

关键词：

ENANTIOSELECTIVE SYNTHESIS; ACREMONIUM; ETHERS; DESILYLATION; DEPROTECTION; PHENOLS; STRAIN;

D O I：

10.1021/ol901004e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The dimeric metabolite acremine G was synthesized featuring a highly regioselective and stereoselective Diels-Alder reaction between a TBS-protected hydroquinone diene and a structurally related alkenyl quinone. The major endo [4 + 2] adduct slowly transforms to acremine G by the atmospheric air under the deprotection conditions (in situ generated HF).

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页码：2988 / 2991

页数：4

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