New Concise and Efficient Synthesis of Rubrolides C and E via Intramolecular Wittig Reaction

被引：20

作者：

Tale, Nilesh P. ^{[1
]}

Shelke, Amol V. ^{[1
]}

Tiwari, Girdharilal B. ^{[1
]}

Thorat, Prerana B. ^{[1
]}

Karade, Nandkishor N. ^{[1
]}

机构：

[1] Rashtrasant Tukadoji Maharaj Nagpur Univ, Dept Chem, Nagpur 440033, Maharashtra, India

来源：

HELVETICA CHIMICA ACTA | 2012年 / 95卷 / 05期

关键词：

Rubrolides C and E; Koser reagent; Wittig reaction; Knoevenagel condensation; HYPERVALENT IODINE OXIDATION; GAMMA-LACTONES; <HYDROXY(TOSYLOXY)IODO>BENZENE;

D O I：

10.1002/hlca.201100351

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A short total synthesis of rubrolides C and E has been achieved in four steps, using readily available 4-methoxyacetophenone, 2-bromoacetic acid, and the appropriate aromatic aldehyde, in 46 and 45% yield, respectively. Key reactions involved are a-tosyloxylation of the aryl methyl ketone, intramolecular Wittig reaction, Knoevenagel condensation, and demethylation.

引用

页码：852 / 857

页数：6

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