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钌催化的炔基膦酸酯与二环[2.2.1]庚-2,5-二烯的同系 Diels-Alder [2 + 2 + 2]环加成反应。

Ruthenium-catalyzed homo Diels-Alder [2 + 2 + 2] cycloadditions of alkynyl phosphonates with bicyclo[2.2.1]hepta-2,5-diene.

机构信息

Guelph-Waterloo Centre for Graduate Work in Chemistry and Biochemistry, Department of Chemistry, University of Guelph, Guelph, Ontario, Canada N1G 2W1.

出版信息

J Org Chem. 2011 Aug 19;76(16):6951-7. doi: 10.1021/jo2010928. Epub 2011 Jul 15.

DOI:10.1021/jo2010928
PMID:21732634
Abstract

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 deltacyclenes in low to good yields (up to 88%).

摘要

钌催化的炔基膦酸酯与二环[2.2.1]庚-2,5-二烯之间的同系 Diels-Alder [2 + 2 + 2]环加成反应进行了研究。观察到的反应性取决于膦酸酯部分的存在。Ru 催化的环加成与各种芳基和脂肪族取代的炔基膦酸酯相容,以低至良好的收率(高达 88%)提供相应的膦酸酯取代的Delta-环辛烯。

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