Total Syntheses of (+)-Vigulariol and (-)-Sclerophytin A

被引：19

作者：

Crimmins, Michael T. ^{[1
]}

Stauffer, Christina S. ^{[1
]}

Mans, Mark C. ^{[1
]}

机构：

[1] Univ N Carolina, Kenan Caudill Venable & Murray Labs Chem, Chapel Hill, NC 27599 USA

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 18期

基金：

美国国家卫生研究院;

关键词：

ENANTIOSELECTIVE TOTAL-SYNTHESIS; RING-CLOSING METATHESIS; GORGONIAN BRIAREUM-ASBESTINUM; CORAL SCLEROPHYTUM-CAPITALIS; ASYMMETRIC TOTAL-SYNTHESIS; DIELS-ALDER APPROACH; NATURAL-PRODUCTS; ABSOLUTE-CONFIGURATION; BIOLOGICAL EVALUATION; OXYGEN HETEROCYCLES;

D O I：

10.1021/ol201981j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total syntheses of (+)-vigulariol and (-)-sclerophytin A are reported in 15 steps and 16 steps, respectively, from a known compound. The flexible, readily scalable synthetic strategy allows for rapid construction of a critical tricyclic intermediate and is demonstrated via the synthesis of these two marine natural products. A key reaction in this synthetic protocol is a combination Wittig/intramolecular Diels-Alder cycloaddition.

引用

页码：4890 / 4893

页数：4

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