
First Paper: Citation: Liu, X.; Sternberg, E.; Dolphin, D. J. Org. Chem. 2008, 17, 6542-6550. This paper describes the cross-metathesis reaction between vinylchlorin and olefins. Cross-metathesis is a method for the intermolecular formation of carbon- carbon double bonds. When carrying this reaction out, it was found that this mechanism created a variety of olefins that have E- stereochemistry. This paper describes how this reaction has the potential to be useful because it can provide a route to the creation of unsaturated molecules that are often difficult to synthesize by other means. The optimization of the reaction depends on the substitution of the olefinic partners. This means that internal allylic olefins are more useful in cross-metathesis reactions than terminal olefins. This might be because of the stability created by the bulkier substituents. The paper indicates that cross-metathesis proceeds via a cyclobutane- like intermediate. The cyclobutane-like intermediate undergoes a [2+2] cycloreversion to create another olefin as well as a carbine with some of the components of the catalyst. This will further react with the second olefin to form new olefins with different substituents as well as the initial catalyst. Second Paper: Citation: Paul, T.; Sirasani, G.; Andrade, R. B. Tetrahedron Lett. 2008, 49, 3363-3367. Third Paper: Citation: Connon, S. J.; Blechert, S. Angew. Chem., Int. Ed. Engl. 2003, 42, 1900-1923. A. The first paper that also cited this work is: Banon-Caballero, A.; Guillena, G.; Najera, C. Tetrahedron 2013, 69, 1307-1315. It cites the paper when it talks about adol reactions. It also talked about the use of organocatalysts in the adol reaction. B. The second paper that cited this article is: Heasley, B. Eur. J. Org. Chem. 2011, 1, 19-46. This paper cites the original paper because it talked about described a catalytic preparation of large quantities of highly enantio-enriched 161 that avoids multiple purifications and recrystallizations. C.The third paper that cited this work is: Duce, S.; Jorge, M.; Alonso, I.; Ruana, J. L. G.; Cid, M.B. Org. Bimol. Chem. 2011, 24, 8253-8260. They cited this work to talk about the Luche conditions which allowed a transformation with good stereoinduction. |