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Adrian Dobbs

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Organization: Queen Mary University of London
Department: School of Biological and Chemical Sciences
Title:
The synthesis and development of 2,5-disubstituted tetrahydrofurans as potential scaffolds for diversity-oriented synthesis
Co-reporter:Adrian P. Dobbs, Jonathan Dunn
Tetrahedron Letters 2012 Volume 53(Issue 19) pp:2392-2395
Publication Date(Web):9 May 2012
DOI:10.1016/j.tetlet.2012.02.100
The synthesis of 2,5-disubstituted tetrahydrofurans from donor silylmethylcyclopropanes (without bearing an acceptor function) is described. Their further elaboration via a wide range of synthetic transformations is presented to highlight the potential of this method and the resulting THFs as potential scaffolds for diversity-oriented synthesis.
Donor cyclopropanes in synthesis: utilising silylmethylcyclopropanes to prepare 2,5-disubstituted tetrahydrofurans
Co-reporter:Jonathan Dunn, Majid Motevalli, Adrian P. Dobbs
Tetrahedron Letters 2011 Volume 52(Issue 51) pp:6974-6977
Publication Date(Web):21 December 2011
DOI:10.1016/j.tetlet.2011.10.091
The use of donor-only silylmethylcyclopropanes in the Lewis acid promoted reaction with aldehydes to generate 2,5-disubstituted tetrahydrofurans is described. The diastereoselectivity obtained in the product is very much dependent upon the temperature of the reaction.
On the choice of Lewis acids for the Prins reaction; two total syntheses of (±)-Civet
Co-reporter:Freda K. Chio, Julie Warne, Damien Gough, Mark Penny, Sasa Green (née Martinović), Simon J. Coles, Mike B. Hursthouse, Peter Jones, Lorraine Hassall, Thomas M. McGuire, Adrian P. Dobbs
Tetrahedron 2011 67(27–28) pp: 5107-5124
Publication Date(Web):
DOI:10.1016/j.tet.2011.05.019
A detailed investigation of the aza-Prins reaction
Co-reporter:Adrian P. Dobbs, Sebastien J. J. Guesné, Robert J. Parker, John Skidmore, Richard A. Stephenson and Mike B. Hursthouse  
Organic & Biomolecular Chemistry 2010 vol. 8(Issue 5) pp:1064-1080
Publication Date(Web):05 Jan 2010
DOI:10.1039/B915797B
The development of a Lewis acid-promoted aza-Prins reaction to form piperidines and pyrrolidines is described. Indium trichloride has been found to be a highly successful and mild Lewis acid for promoting this reaction. A thorough mechanistic investigation is described, including the factors that influence the formation of the 5- or 6-membered ring product(s).
Light-fluorous TEMPO: reagent, spin trap and stable free radical
Co-reporter:Adrian P. Dobbs, Peter Jones, Mark J. Penny, Stephen E. Rigby
Tetrahedron 2009 65(27) pp: 5271-5277
Publication Date(Web):
DOI:10.1016/j.tet.2009.04.078
Monofluorinated di- and tetrahydropyrans via Prins-type cyclisations
Co-reporter:Adrian P. Dobbs, Levan Pivnevi, Mark J. Penny, Săsa Martinović, James N. Iley and Peter T. Stephenson  
Chemical Communications 2006 (Issue 29) pp:3134-3136
Publication Date(Web):14 Jun 2006
DOI:10.1039/B606121D
The synthesis of a range of fluorinated heterocycles is described via a Lewis acid-mediated Prins-type cyclisation.
A detailed investigation of the aza-Prins reaction
Co-reporter:Adrian P. Dobbs, Sebastien J. J. Guesné, Robert J. Parker, John Skidmore, Richard A. Stephenson and Mike B. Hursthouse
Organic & Biomolecular Chemistry 2010 - vol. 8(Issue 5) pp:NaN1080-1080
Publication Date(Web):2010/01/05
DOI:10.1039/B915797B
The development of a Lewis acid-promoted aza-Prins reaction to form piperidines and pyrrolidines is described. Indium trichloride has been found to be a highly successful and mild Lewis acid for promoting this reaction. A thorough mechanistic investigation is described, including the factors that influence the formation of the 5- or 6-membered ring product(s).
Silane, (cyclopropylmethyl)dimethylphenyl-
Silane, (cyclopropylmethyl)dimethylphenyl-
CAS:852683-59-1
Silane, (cyclopropylmethyl)dimethylphenyl-
SILANE, (CYCLOPROPYLMETHYL)(1,1-DIMETHYLETHYL)DIPHENYL-
SILANE, (CYCLOPROPYLMETHYL)(1,1-DIMETHYLETHYL)DIPHENYL-
CAS:852683-58-0
SILANE, (CYCLOPROPYLMETHYL)(1,1-DIMETHYLETHYL)DIPHENYL-
Silane, (cyclopropylmethyl)tris(1-methylethyl)-
Silane, (cyclopropylmethyl)tris(1-methylethyl)-
CAS:852683-56-8
Silane, (cyclopropylmethyl)tris(1-methylethyl)-
1,5,8,8a-tetrahydro-3(2H)-Indolizinone
1,5,8,8a-tetrahydro-3(2H)-Indolizinone
CAS:178671-88-0
1,5,8,8a-tetrahydro-3(2H)-Indolizinone
1,2,3,6,7,9a-hexahydro-4H-Quinolizin-4-one
1,2,3,6,7,9a-hexahydro-4H-Quinolizin-4-one
CAS:163106-49-8
1,2,3,6,7,9a-hexahydro-4H-Quinolizin-4-one
4H-Quinolizin-4-one, 8-fluorooctahydro-, trans-
4H-Quinolizin-4-one, 8-fluorooctahydro-, trans-
CAS:148855-31-6
4H-Quinolizin-4-one, 8-fluorooctahydro-, trans-
3(2H)-Indolizinone,7-fluorohexahydro-, trans- (9CI)
3(2H)-Indolizinone,7-fluorohexahydro-, trans- (9CI)
CAS:148855-30-5
3(2H)-Indolizinone,7-fluorohexahydro-, trans- (9CI)
3(2H)-Indolizinone,7-fluorohexahydro-, cis- (9CI)
3(2H)-Indolizinone,7-fluorohexahydro-, cis- (9CI)
CAS:148855-27-0
3(2H)-Indolizinone,7-fluorohexahydro-, cis- (9CI)
Benzene, 1,1'-[(1,1-dimethylethyl)-2-propen-1-ylsilylene]bis-
Benzene, 1,1'-[(1,1-dimethylethyl)-2-propen-1-ylsilylene]bis-
CAS:138566-91-3
Benzene, 1,1'-[(1,1-dimethylethyl)-2-propen-1-ylsilylene]bis-
Benzenemethanamine, N-[(3Z)-4-(trimethylsilyl)-3-butenyl]-
Benzenemethanamine, N-[(3Z)-4-(trimethylsilyl)-3-butenyl]-
CAS:109838-89-3
Benzenemethanamine, N-[(3Z)-4-(trimethylsilyl)-3-butenyl]-