Synthesis of 5,6-dihydro-α-pyrone via ring-closing metathesis and intramolecular Horner-Wadsworth-Emmons reactions

被引：2

作者：

Ge, Yulu ^{[1
]}

Wang, Nengzhong ^{[1
]}

Yu, Fuchao ^{[1
]}

Yuan, Zaifeng ^{[1
]}

Chang, Kwen-Jen ^{[1
]}

Shen, Yuehai ^{[1
]}

机构：

[1] Kunming Univ Sci & Technol, Fac Life Sci & Technol, Kunming 650500, Peoples R China

来源：

JOURNAL OF CHEMICAL RESEARCH | 2015年 / 01期

关键词：

5,6-dihydro-alpha-pyrone; ring-closing metathesis reaction; Horner-Wadsworth-Emmons reaction; Masamune-Roush olefination; STEREOSELECTIVE-SYNTHESIS; (+)-BORONOLIDE; (+)-STRICTIFOLIONE;

D O I：

10.3184/174751915X14206282098396

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ring-closing metathesis (RCM) and intramolecular Horner-Wadsworth-Emmons (HWE) reactions were assessed for synthesis of cis-5-methyl-6-phenylethyl-5,6-dihydro-alpha-pyrone. The RCM reaction employing Grubbs' second generation catalyst afforded a 96% yield at 80 degrees C in toluene. The HWE reaction under modified Masamune-Roush conditions delivered only 23% yield due to a competitive elimination reaction.

引用

页码：1 / 3

页数：3

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