ALLYLATION OF ARYL GRIGNARD REAGENTS IN THE PRESENCE OF TRANSITION METAL CATALYSIS AND ORGANIC CATALYSIS

References (1)

1. REFERENCES 1. (a) Knochel P., “Metal catalyzed cross coupling Reactions”, Diederich F. and Stang P.J. (Ed.), Wiley-VCH, Weinheim, 1998, Chap. 9. (b) Lipshutz B.H., Organocopper Chemistry in Organometallics in Synthesis; Lipshutz B. H. (Ed.); Wiley, Chichester, 2014. (c) Negishi E. and Liu F., Handbook of Organopalladium Chemistry for Organic Synthesis, Negishi E. (Ed.), Wiley, New York, 2002, Chap. III.2.9. and Chap. III.2.10. (d) Meijere A. and Diederich F., Metal Catalyzed Cross Coupling Reactions; Wiley, New York, 2004. (e) Takahashi T. and Kanno K., Modern Organonickel Chemistry, Tamaru Y. (Ed.), Wiley-VCH, Weinheim, 2005, Chap. 2.3. (f) Shintani R. and Hayashi T., Modern Organonickel Chemistry, Tamaru Y. (Ed.), Wiley-VCH, Weinheim, 2005, Chap. 9.2. (g) Jana R., Pathak T. P. and Sigman M. S., Advances in transition metal (Pd, Ni, Fe)-catalyzed cross-coupling reactions using alkyl-organometallics as reaction partners. Chem. Rev. 2011,111, 1417-92. 2. Kar A., Argade N. P., A Concise Account of Recent SN2′ Grignard Coupling Reactions in Organic Synthesis, Synthesis, 2005, 18, 2995–3022. 3. Lu Z., Ma S., Metal-catalyzed enantioselective allylation in asymmetric synthesis. Angew. Chem. Int. Ed., 2008, 47, 258–297. 4. (a) Silverman G. A., Rakita P. E., “Handbook of Grignard Reagents”; Marcel Dekker: New York, 1996 (b) Lipshutz B. H., Sengupta S., “Org. React.” (N.Y.) 1992, 41, 135. (c) van der Molen N. C., Tiemersma-Wegman T. D., Fañanás-Mastral M., and Feringa B. L., Regio- and Enantioselective Copper-Catalyzed Allylic Alkylation of Ortho-Substituted Cinnamyl Bromides with Grignard Reagents. J. Org. Chem., 2015, 80, 4981-84 (d) Langlois J.B., Alexakis A., Copper catalyzed enantioselective allylic substitution, Top. Organomet. Chem.” 2012, 38, 235-68. (e) Basle O., Denicourt-Nowicki A., Crevisy C., Mauduit M., In Copper-Catalyzed Asymmetric Synthesis, Alexakis A., Krause, N., Woodward, S., (Eds.) Wiley-VCH: Weinheim, 2014; Chapter 4. (f) Huang Y., Fananas-Mastral M., Minnaard A. J., Feringa B. L., A novel catalytic asymmetric route towards skipped dienes with a methyl-substituted central stereogenic carbon, Chem. Commun., 2013, 49, 3309-11. 5. (a) Krause N., Ed.; “Modern Organocopper Chemistry”, Wiley-VCH: Weinheim, 2001. (b) Giannerini M., Fañanás-Mastral M., and Feringa B. L., Z-Selective Copper-Catalyzed Asymmetric Allylic Alkylation with Grignard Reagents, J. Am. Chem. Soc., 2012, 134 (9), 4108–4111. (c) Alexakis A., Malan C., Louise L., Tisso-Croset K.,