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Aggarwal Research Group Lithiation borylation is an coach outlet atlanta track invaluable carbon carbon bond forming technique, which has been both pioneered and used extensively within our group to homologate organoboron species in high yields with excellent stereocontrol.

This technique has allowed us to access to a wide range of complex 3D structures that were previously inaccessible by traditional synthetic means [1 4]. The versatility of organoboron chemistry allows for the homologated organoboron species to be utilised in a number of ways, a prominent example of this is in Assembly Line Synthesis. This is where up to 4 consecutive lithiation borylation reactions can be carried out iteratively with exquisite 3D control to produce multiple contiguous stereogenic centres before a single aqueous work up is required [5, 6]. [5] Burns, M., Essafi, S., Bame, J. R., Bull, S. P., Webster, M. P., Balieu, S., Dale, J. W., Butts, C. P., Harvey, J. N., Aggarwal, V. K., Nature, 2014, 513, 183 188 doi [6] Balieu, S., Hallett, G. E., Burns, M., Bootwicha, T., Studley, J., Aggarwal, V. K., J. Am. Chem. Soc., 2015, 137, 4398 4403 doi [7] Noble, A., Roesner, S., Aggarwal, V. K., Angew. Chem. Int. Ed., 2016, 55, 15920 15924 doiCross coupling reactions account for the formation of over 60% of C C bonds in the pharmaceutical industry. However, traditional cross coupling reactions often rely heavily on the use of expensive or toxic transition metal catalysts. Expanding upon our transition metal free cross coupling chemistry, we have developed an efficient method for the enantiospecific conversion of boronic esters into coach outlet purses with changeable covers an array of synthetically useful functional groups [1, 2].[1] Larouche Gauthier, R., Elford, T. G., Aggarwal, V. K., J. Am. Chem. Soc., 2011, 133, 16794 16797 doi [2] Sandford, C., Rasappan, R., Aggarwal, V. K., J. Am. Chem. Soc., 2015, 137, 10100 10103 doiOur group has also successfully developed the transition metal free stereodivergent coupling of vinyl halides with boronic esters, based upon the Zweifel olefination [1]. The process can be used to couple sp2 and chiral sp3 boronic esters with complete enantiospecificity, and most importantly, it allows for the highly stereoselective synthesis of either the E or Z alkene from a single isomer of vinyl coupling partner [1]. [1] Armstrong, R. J., Garca Ruiz, C., Myers, E. L., Aggarwal, V. K., Angew. Chem. Int. Ed., 2017, 56, 786 790 doi [2] Wang, Y., Noble, A., Myers, E. L., Aggarwal, V. K., Angew. Chem. Int. Ed., 2016, 55, 4270 4274 doi Total Synthesis of Prostanoids Prostanoids are a family of biologically significant natural products derived from arachidonic acid, which are known to play crucial roles in inflammation, blood pressure control and platelet formation. Prostanoid total synthesis has been an active area of research since the 1970s and has led to the development of a number of impressive, yet lengthy, routes.

Our uniform strategy towards the total synthesis of various prostanoids and their derivatives exploits a key enal intermediate, which is prepared via coach outlet coupons factory store 2013 a stereocontrolled coach outlet online sale 2016 organocatalytic dimerisation of succinaldehyde [1, 2]. This crystalline intermediate can be readily produced on gram scale and serves as an advanced intermediate for the quick and efficient synthesis of a number of complex prostanoids, including PGF2 a medicinally important natural product that was synthesised by our group on gram scale in only 7 steps [1, 2].


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