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

被引：22
|
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
收藏
页码：6951 / 6957
页数：7
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