Total synthesis of parvaquone and the serendipitous discovery of a novel chromium-mediated method for beta-lactone formation

被引：40

作者：

Harrity, JPA

Kerr, WJ

Middlemiss, D

Scott, JS

机构：

[1] UNIV STRATHCLYDE,DEPT PURE & APPL CHEM,GLASGOW G1 1XL,LANARK,SCOTLAND

[2] GLAXO WELLCOME RES & DEV LTD,MED RES CTR,STEVENAGE SG1 2NY,HERTS,ENGLAND

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1997年 / 532卷 / 1-2期

关键词：

chromium carbene complexes; Dotz benzannulation; 2-hydroxy-1,4-naphthoquinones; beta-lactones; dry state techniques; ultrasound techniques;

D O I：

10.1016/S0022-328X(96)06764-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

During attempts to synthesise the 2-hydroxy-1,4-naphthoquinone, parvaquone, 1, a novel chromium-mediated method for the synthesis of functionalised p-lactones from propargyl alcohols has been discovered. Additionally, using both dry state and ultrasound conditions, the total synthesis of parvaquone (I) has been achieved; the most efficient techniques deliver this target compound in up to 46% overall yield over, as low as, two synthetic processes.

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页码：219 / 227

页数：9

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