Early work in the group involved the development of the cyclopropylmethylsilane terminated Prins reaction to give E-skipped diene ethers,1  E-skipped diene alcohols and a Z-skipped diene modification2 and a silicon-centered tetrafunctionalised reagent for a concise synthesis of lyngbic acid.3 We also reported the first enantiopure chair and twist trans-cyclooctene isomers,4 a general synthesis of silasultones via dehydrative cyclisation5 and convenient methods for the for the formation of enantiopure 1,2-diaminodiphenyl ethanes.6,7  As a counterpoint to our natural product work, we also developed new reagent combinations for brominations,8 and novel bromoiodinanes with the first I(III)-Br bond.9

In 2009, we reported the first generation and trapping of enantiopure bromonium ions,10 developed a model system for asymmetric bromonium ion-induced polyene cyclisations11 and reported an enantiospecific polyene cyclisation initiated by an enantiomerically pure bromonium ion.12 In related chemistry, we also clarified the steroechemical course of nucleophilic substitution of arylsulphonate based nucleophile assisted leaving groups,13 and verified the stereospecific dyotropic racemisation of enantiopure D and L 1,2-dibromides.14

In 2018, in collaboration with Professor Paul Lickiss, we reported the use of tetramethylorthosilicate (TMOS) as a reagent for the direct amidation of carboxylic acids.15  This is a continuing theme in our laboratories.

References: [1] Braddock, D. C.; Badine, D. M.;  Gottschalk, T. Synlett 2001, 1909-1912. [2] Braddock, D. C.; Badine, D. M.;  Gottschalk, T.; Matsuno, A.; Rodriguez-Lens Synlett 2003, 345-38. [3] Braddock, D. C.; Matsuno, A.; Synlett 2004, 2521-2524.[4] Braddock, D. C.; Cansell, G.; Hermitage, S. A.; White, A. J. P. Tetrahedron: Asymm. 2004, 35, 3123-3129. [5] Braddock, D. C.; Peyralans, J. J.-P. Tetrahedron 2005, 61, 7233-7240. [6] Braddock D. C.; Redmond, J. M.; Hermitage, S. A.; White, A. J. P. Adv. Synth. Catal. 2006, 911-916. [7] Braddock, D. C.; Hermitage, S. A.; Redmond, J. M.; White, A. J. P. Tetrahedron: Asymm. 2006, 17, 2935-2937. [8] Braddock, D. C.; Cansell, G.; Hermitage, S. A. Synlett 2004, 461-464. [9] Braddock, D. C.; Cansell, G.; Hermitage, S. A.; White A. J. P. Chem. Commun. 2006, 1442-1444. [10] Braddock, D. C.; Hermitage, S. A.; Kwok, L.; Pouwer, R.; Redmond, J. M.; White, A. J. P. Chem. Commun. 2009, 1082-1084. [11] Braddock, D. C.; Marklew, J. S.; Thomas, A. J. F. Chem. Commun. 201147, 9051-9053. [12] Braddock, D. C.; Marklew, J. S.; Foote, K. M.; White. A. J. P. Chirality 201325, 692-700. [13] Braddock, D. C.; Pouwer R. H.; Burton J. W.; Broadwith, P. J. Org. Chem. 200974, 6042-6049. Erratum, 7602. [14] Braddock, D. C.; Roy, D.; Lenoir, D.; Moore, E.; Rzepa, H. S.; Wu J. I.-C.; Schleyer, P. v. R. Chem. Commun. 201248, 8943-8945. [15] Braddock, D. C.; Lickiss, P. D.; Rowley, B. C.; Pugh, D.; Purnomo, T.; Santhakumar, G.; Fussell, S. J. Org. Lett. 201820, 950-953.