All Outputs (5)

An efficient synthesis of substituted chrysenes (2016)
Journal Article
Eccleshare, L., Selzer, S., & Woodward, S. (2017). An efficient synthesis of substituted chrysenes. Tetrahedron, 58(5), https://doi.org/10.1016/j.tetlet.2016.12.004

Substituted chrysenes have been swiftly synthesised by the 6-endo-dig cyclisation of ethynylnaphthalenes using platinum(II) chloride. Cyclisation precursors were directly prepared from commercially available 2-bromoaldehydes in a telescoped synthetic... Read More about An efficient synthesis of substituted chrysenes.

Diversification of ortho-fused cycloocta-2,5-dien-1-one cores and 8 to 6-Ring conversion by sigma bond C-C cleavage (2016)
Journal Article
Eccleshare, L., Lozada-Rodriguez, L., Cooper, P., Burroughs, L., Ritchie, J., Lewis, W., & Woodward, S. (in press). Diversification of ortho-fused cycloocta-2,5-dien-1-one cores and 8 to 6-Ring conversion by sigma bond C-C cleavage. Chemistry - A European Journal, 22(35), https://doi.org/10.1002/chem.201601970

Sequential treatment of 2-C6H4Br(CHO) with LiC≡CR1 (R1 = SiMe3, tBu), nBuLi, CuBr∙SMe2 and HC≡CCHClR2 [R2 = Ph, 4-CF3Ph, 3-CNPh, 4-(MeO2C)Ph] at -50 oC leads to formation of an intermediate carbanion (Z)-1,2-C6H4{CA(=O)C≡CBR1}{CH=CH(CH–)R2} (4). Low... Read More about Diversification of ortho-fused cycloocta-2,5-dien-1-one cores and 8 to 6-Ring conversion by sigma bond C-C cleavage.

Efficient preparation of TMSCCl2Br and its use in dichlorocyclopropanation of electron deficient alkenes (2016)
Journal Article
Lee, D. S., Durán-Peña, M. J., Burroughs, L., & Woodward, S. (in press). Efficient preparation of TMSCCl2Br and its use in dichlorocyclopropanation of electron deficient alkenes. Chemistry - A European Journal, 2016(22), https://doi.org/10.1002/chem.201600607

The reaction of excess TMSCl and LiCCl2Br at low temperature is a technically simple high yield route to TMSCCl2Br. The latter is a stable source of the dichlorobromomethide carbanion, which undergoes 1,4-addition with cyclic nitroalkenes and (E)-fum... Read More about Efficient preparation of TMSCCl2Br and its use in dichlorocyclopropanation of electron deficient alkenes.

Understanding anionic Chugaev elimination in pericyclic tetracene formation (2016)
Journal Article
Burroughs, L., Ritchie, J., & Woodward, S. (2016). Understanding anionic Chugaev elimination in pericyclic tetracene formation. Tetrahedron, 72(13), https://doi.org/10.1016/j.tet.2016.02.025

The reaction pathway for the formation of tetracenes from the diols 1,2-C6H4(CHOHC?CAr)2 , LiHDMS, CS2 and MeI has been modelled by computational methods at the CBS-QB3 level of theory. Comparison of PhCHOC(=S)YCCPh (Y = S- or SMe) indicates a sligh... Read More about Understanding anionic Chugaev elimination in pericyclic tetracene formation.

Enantiopure titanocene complexes: direct evidence for paraptosis in cancer cells (2016)
Journal Article
Cini, M., Williams, H. E. L., Fay, M. W., Searle, M., Woodward, S., & Bradshaw, T. D. (2016). Enantiopure titanocene complexes: direct evidence for paraptosis in cancer cells. Metallomics, https://doi.org/10.1039/C5MT00297D

Tolerated by normal tissues, anti-cancer therapies based on titanium compounds are limited by low efficacy/selectivity and lack of understanding of their mode(s) of action. In vitro antitumour activity and mode of cell death incurred by enantiopure T... Read More about Enantiopure titanocene complexes: direct evidence for paraptosis in cancer cells.