Ruthenium-Catalyzed Homo Diels-Alder [2+2+2] Cycloadditions of Alkynyl Phosphonates with Bicyclo[2.2.1]hepta-2,5-diene

被引：23

作者：

Kettles, Tanner J. ^{[1
]}

Cockburn, Neil ^{[1
]}

Tam, William ^{[1
]}

机构：

[1] Univ Guelph, Dept Chem, Guelph Waterloo Ctr Grad Work Chem & Biochem, Guelph, ON N1G 2W1, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 16期

基金：

加拿大自然科学与工程研究理事会;

关键词：

BICYCLIC ALKENES; ASYMMETRIC INDUCTION; ACID-DERIVATIVES; NORBORNADIENES; CYCLOADDUCTS; REACTIVITY; COMPONENT; TRIQUINANES; NORBORNENES; DIQUINANES;

D O I：

10.1021/jo2010928

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ruthenium-catalyzed homo Diels-Alder [2 + 2 + 2] cycloadditions between alkynyl phosphonates and bicyclo[2.2.1]hepta-2,5-diene were studied. The observed reactivity was found to be dependent on the presence of the phosphonate moiety. The Ru-catalyzed cycloaddition was compatible with a variety of aromatic and aliphatic substituted alkynyl phosphonates, providing the corresponding phosphonate substituted delta-cyclenes in low to good yields (up to 88%).

引用

页码：6951 / 6957

页数：7

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