Selective Mono-allylation of 1,3-Diketones and Their Use in the Synthesis of 3-Allyl Chromones and Benzannulated 6,5-Bicyclic Ketals

被引：4

作者：

Swaney, Brooke E. ^{[1
]}

Gai, Sinan ^{[1
]}

Clark, Mitchell R. ^{[1
]}

Hawkins, Bill C. ^{[1
]}

机构：

[1] Univ Otago, Dept Chem, Dunedin 9054, New Zealand

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2019年 / 14卷 / 08期

关键词：

allylation; chromone; domino reactions; synthetic methodology; xyloketal; GOLD CATALYSIS;

D O I：

10.1002/asia.201801695

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The selective mono-allylation of 1,3-diketone containing compounds is described. The reaction proceeds under mild reaction conditions and in moderate to high yield (66-99%). Using this procedure to access the key mono-allylated intermediate, the hitherto difficult to access 3-allyl chromones were synthesized in excellent yield (87-98%). Finally, the utility of this newly developed procedure was showcased through the rapid synthesis of the scaffold of the xyloketal family of natural products.

引用

页码：1102 / 1105

页数：4

共 2 条

[1] Ruthenium(II)-catalysed direct synthesis of mono-allylation products of 1,3-diketones from cinnamyl alcohols
Jena, Rajesh K.
Samanta, Mahesh
Sau, Mohan C.
Panda, Sonali
Patra, Braja N.
Bhattacharjee, Manish
NEW JOURNAL OF CHEMISTRY, 2022, 46 (28) : 13558 - 13564
[2] Ruthenium Catalyzed Selective Regio-and-Mono-Allylation of Cyclic 1,3-Diketones Using Allyl Alcohols as Substrates
Gruber, Stefan
Pregosin, Paul S.
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (18) : 3235 - 3242

← 1 →