Total Synthesis of Acortatarin A Using a Pd(II)-Catalyzed Spiroketalization Strategy

被引：36

作者：

Borrero, Nicholas V. ^{[1
]}

Aponick, Aaron ^{[1
]}

机构：

[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 19期

关键词：

AU-CATALYZED CYCLIZATION; DERIVATIVES; ALCOHOLS; DIOLS;

D O I：

10.1021/jo301835e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of acortatarin A relying on a Pd(II)-catalyzed spiroketalization is reported. This strategy allows a single stereocenter in the spiroketalization substrate to produce the target efficiently under mild conditions, installing the necessary oxygenation in the backbone through an allylic transposition. The synthesis also verifies that pollenopyrroside B and acortatarin A are the same compound, and electrochemical studies suggest that the reported bioactivity is not due to simple antioxidant properties.

引用

页码：8410 / 8416

页数：7

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