ORCID Profile
0000-0002-7915-340X
Current Organisation
University of Nottingham
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Publisher: Royal Society of Chemistry (RSC)
Date: 2013
DOI: 10.1039/C3CC45452E
Abstract: Chiral amines are formed by the highly diastereoselective intramolecular addition of alkyl and aryl radicals onto chiral mesityl sulfinimines.
Publisher: American Chemical Society (ACS)
Date: 07-06-2018
DOI: 10.1021/ACS.ORGLETT.8B01473
Abstract: Medicinally relevant sulfoximines are accessed from C-S coupling of sulfonimidates and commercially available organomagnesium reagents. Sulfonimidates are conveniently synthesized by oxidative alkoxylation of readily available sulfinamides. This constitutes a general C-S coupling approach for the synthesis of sulfoximines.
Publisher: Royal Society of Chemistry (RSC)
Date: 2011
DOI: 10.1039/C1SC00371B
Publisher: Royal Society of Chemistry (RSC)
Date: 2012
DOI: 10.1039/C1OB06380D
Abstract: A short and efficient synthesis of an advanced intermediate (1) in the Clive route to halichlorine has been achieved in 12 steps and 13.2% yield by a combined two-directional synthesis/tandem reaction strategy.
Publisher: Royal Society of Chemistry (RSC)
Date: 2015
DOI: 10.1039/C5CC05070G
Abstract: A heterocyclic, sp 3 -rich chemical scaffold was synthesised in just 6 steps via a highly regio- and diastereo-selective tandem nitrone formation/intramolecular nitrone–alkene [3+2] cycloaddition reaction.
Publisher: Elsevier BV
Date: 06-2015
DOI: 10.1016/J.BMC.2014.12.050
Abstract: The application of a tandem condensation/cyclisation/[3+2]-cycloaddition/elimination reaction gives an sp(3)-rich tricyclic pyrazoline scaffold with two ethyl esters in a single step from a simple linear starting material. The successive hydrolysis and cyclisation (with Boc anhydride) of these 3-dimensional architectures, generates unprecedented 16-membered macrocyclic bisanhydrides (characterised by XRD). Selective amidations could then be achieved by ring opening with a primary amine followed by HATU-promoted amide coupling to yield an sp(3)-rich natural product-like library.
Publisher: American Chemical Society (ACS)
Date: 04-04-2013
DOI: 10.1021/OL400720B
Abstract: The cycloaddition of chiral tert-butanesulfinimines with trimethylenemethane is found to give facile access to methylene-pyrrolidines with good yields and diastereoselectivities. The full scope of the cycloaddition is explored, and a range of transformations of the formed methylenepyrrolidines to give a range of functionalized chiral pyrrolidines is presented.
Publisher: International Union of Crystallography (IUCr)
Date: 27-11-2010
Publisher: Georg Thieme Verlag KG
Date: 27-01-2012
Publisher: Royal Society of Chemistry (RSC)
Date: 2014
DOI: 10.1039/C4CC05751A
Abstract: The thermolysis of S -aryl sulfinimines is shown to generate 1,2-disulfoxides and disulfides via initial Cope elimination, dimerisation of the produced sulfenic acid to a thiosulfinate, and subsequent disproportionation of the thiosulfinate.
Publisher: Wiley
Date: 20-07-2016
Abstract: The reaction of chiral (hetero)aryl benzyl sulfoxides with Grignard reagents affords enantiomerically pure diarylalkanes in up to 98 % yield and greater than 99.5 % enantiomeric excess. This ligand coupling reaction is tolerant to multiple substitution patterns and provides access to erse areas of chemical space in three operationally simple steps from commercially available reagents. This strategy provides orthogonal access to electron-deficient heteroaromatic compounds, which are traditionally synthesized by transition metal catalyzed cross-couplings, and circumvents common issues associated with proto-demetalation and β-hydride elimination.
Publisher: Wiley
Date: 13-07-2016
Abstract: A novel rearrangement of 2-vinyl aziridine 2-carboxylates to unusual chiral cyclic sulfoximines is described herein. The method allows the synthesis of substituted cyclic sulfoximines in high yields with complete stereocontrol, and tolerates a wide substrate scope. A one-pot process starting directly from sulfinimines provides access to complex chiral sulfoximines in only two steps from commercially available aldehydes. A mechanistic hypothesis and synthetic application in the formal synthesis of trachelanthamidine, by transformation of a cyclic sulfoximine into a pyrroline, is also disclosed.
Publisher: Elsevier BV
Date: 11-2016
DOI: 10.1016/J.BMC.2016.08.046
Abstract: In order to address the current downturn in the drug discovery pipeline, initiatives are being undertaken to synthesise screening libraries of sp
Publisher: Wiley
Date: 18-10-2018
Publisher: Royal Society of Chemistry (RSC)
Date: 2009
DOI: 10.1039/B900451C
Abstract: Two new tandem reactions for the synthesis of 3,5-disubstituted pyrrolizidines and the first total synthesis of alkaloid cis-223B (in 7 steps and 43% overall yield), involving a double cross metathesis and double Michael addition as key steps, are presented.
Publisher: American Chemical Society (ACS)
Date: 16-03-2020
Publisher: Royal Society of Chemistry (RSC)
Date: 2011
DOI: 10.1039/C1OB05561E
Abstract: Stereoselective synthesis of 2,3-di- and 2,2',3-tri-substituted aziridines in good yields and excellent diastereoselectivities are achieved through aza-Darzens reactions of a range of tert-butanesulfinyl aldimines and ketimines with ethyl bromoacetate.
Publisher: American Chemical Society (ACS)
Date: 05-12-2014
DOI: 10.1021/OL502967X
Abstract: The aza-Darzens reaction of substituted 2-bromoesters with chiral tert-butane- and mesitylsulfinimines provides a rapid access to a range of highly substituted aziridines in good yields and excellent levels of stereoselectivity. The synthetic potential of this protocol is further enhanced by the successful removal of the sulfinyl motif, yielding simple access to chiral N-H aziridines in just three steps from commercial aldehyde precursors.
Location: United Kingdom of Great Britain and Northern Ireland
Location: United Kingdom of Great Britain and Northern Ireland
Location: United Kingdom of Great Britain and Northern Ireland
No related grants have been discovered for Robert Stockman.