A new and efficient method for o-quinone methide intermediate generation:: application to the biomimetic synthesis of the benzopyran derived natural products (±)-lucidene and (±)-alboatrin

被引：51

作者：

Rodriguez, R

Moses, JE

Adlington, RM

Baldwin, JE

机构：

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

[2] Univ London, Sch Pharm, London WC1N 1AX, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2005年 / 3卷 / 19期

关键词：

D O I：

10.1039/b508972g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lucidene and alboatrin are complex benzopyran derived natural products. A key step in their biogenesis may involve a hetero Diels-Alder cycloaddition between an o-quinone methide intermediate with a simple, or activated tri-substituted olefin. Experimental evidence is provided to support this hypothesis, with the biomimetic synthesis of both (+/-)-lucidene and (+/-)-alboatrin successfully achieved using a new and efficient method for o-quinone methide generation.

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页码：3488 / 3495

页数：8

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