McLeod, Dr Malcolm D. BSc (Hons) Monash PhD Cambridge - Organic Synthesis and Catalysis
 

2009

Harding M, Bodkin JA, Issa F, Hutton CA, Willis AC, McLeod MD The asymmetric aminohydroxylation route to GABOB and homoserine derivatives. Tetrahedron (2009), 65(4), 831-843. http://dx.doi.org/10.1016/j.tet.2008.11.037
 

2008

Bodkin JA, Bacskay GB, McLeod MD The Sharpless asymmetric aminohydroxylation reaction: optimizing ligand/substrate control of regioselectivity for the synthesis of 3- and 4-aminosugars. Org. Biomol. Chem. (2008), 6(14), 2544-2553.http://dx.doi.org/10.1039/b803310b
 

McRobb L, Handelsman DJ, Kazlauskas R, Wilkinson S, McLeod MD, Heather AK Structure-activity relationships of synthetic progestins in a yeast-based in vitro androgen bioassay. J. Steroid Biochem. Mol. Biol. (2008), 110(1-2), 39-47. http://dx.doi.org/10.1016/j.jsbmb.2007.10.008
 

Wilkinson SM, Liew CW, Mackay JP, Salleh HM, Withers SG, McLeod, MD Escherichia coli glucuronylsynthase: an engineered enzyme for the synthesis of β-glucuronides. Org. Lett. (2008), 10(8), 1585-1588. http://dx.doi.org/10.1021/ol8002767
 

2007

McKinneyA, Pu F, McLeod MD, Suann CJ, Stenhouse AM 17β-Hydroxy-3-oxoandrost-4-en-19-oic acid as a source of nandrolone in acid solvolysed stallion urine extracts. In Proceedings of the 16th International Conference of Racing Analysts and Veterinarians. Houghton E, Kijima-Suda I, Wada R, Wade JF, eds. R&W Publications, Newmarket, UK (2007) pp. 84-89.
 

Shuter EC, Duong H, Hutton CA, McLeod MD The enantioselective synthesis of APTO and AETD: polyhydroxylated β-amino acid constituents of the microsclerodermin cyclic peptides. Org. Biomol. Chem. (2007), 5(19), 3183-3189. http://dx.doi.org/10.1039/b707891a
 

Patent:

McLeod MD, Halliday JI, Chebib M Process for the preparation of compounds containing an azacyclic ring system. International Patent No. WO2007051255 A1 (2007), 81 pp.
 

2006

Amoroso S, Agon VV, Starke-Peterkovic T, McLeod MD, Apell H-J, Sebban P, Clarke RJ Photochemical behavior and Na+,K+-ATPase sensitivity of voltage-sensitive styrylpyridinium fluorescent membrane probes. Photochem. Photobiol. (2006), 82(2), 495-502. http://dx.doi.org/10.1562/2005-06-08-RA-569
 

Halliday JI, Chebib M, Turner P, McLeod MD Double-Mannich annulation of cyclic ketones using N,N-bis(ethoxymethyl)alkylamine reagents. Org. Lett. (2006), 8(15), 3399-3401. http://dx.doi.org/10.1021/ol061242s
 

Hungerford NL, McKinney AR, Stenhouse AM, McLeod MD Selective manipulation of steroid hydroxyl groups with boronate esters: efficient access to antigenic C-3 linked steroid-protein conjugates and steroid sulfate standards for drug detection. Org. Biomol. Chem. (2006), 4(21), 3951-3959. http://dx.doi.org/10.1039/b610499a
 

Issa F, Kassiou M, Chan H-K, McLeod MD Synthesis and radiolabelling of ipratropium and tiotropium for use as PET ligands in the study of inhaled drug deposition. Aust. J. Chem. (2006), 59(1), 53-58. http://dx.doi.org/10.1071/CH05303
 

Louis I, Hungerford NL, Humphries EJ, McLeod MD Enantioselective total synthesis of (–) dactylolide. Org. Lett. (2006), 8(6), 1117-1120. http://dx.doi.org/10.1021/ol053092b
 

2005

Barker D, Lin DH-S, Carland JE, Chu CP-Y, Chebib M, Brimble MA, Savage GP, McLeod MD Methyllycaconitine analogues have mixed antagonist effects at nicotinic acetylcholine receptors. Bioorg. Med. Chem. (2005), 13(14), 4565-4575. http://dx.doi.org/10.1016/j.bmc.2005.04.054
 

Harding M, Bodkin JA, Hutton CA, McLeod MD Substrate control in the asymmetric aminohydroxylation of monosubstituted alkenes: the enantioselective synthesis of GABOB and homoserine derivatives. Synlett (2005), (18), 2829-2831. http://dx.doi.org/10.1055/s-2005-918939
 

Hungerford NL, Sortais B, Smart CG, McKinney AR, Ridley DD, Stenhouse AM, Suann CJ, Munn KJ, Sillence MN, McLeod MD Analysis of anabolic steroids in the horse: development of a generic ELISA for the screening of 17α-alkyl anabolic steroid metabolites. J. Steroid Biochem. Mol. Biol. (2005), 96(3-4), 317-334. http://dx.doi.org/10.1016/j.jsbmb.2005.03.007
 

Hunter L, McLeod MD, Hutton CA Synthesis of the β-hydroxydopa-γ-hydroxy-δ-sulfinylnorvaline component of ustiloxins A and B. Org. Biomol. Chem. (2005), 3(5), 732-734. http://dx.doi.org/10.1039/b418876d
 

2004

Banwell MG, Edwards AJ, McLeod MD, Stewart SG A chemoenzymatic synthesis of the cis-decalin core associated with the novel anti-mitotic agent phomopsidin: some observations concerning a high-pressure-promoted Diels-Alder cycloaddition reaction of (1S,2R)-3-methyl-cis-1,2-dihydrocatechol and the anionic oxy-Cope rearrangement of compounds derived from the adduct. Aust. J. Chem. (2004), 57(7), 641-644. http://dx.doi.org/10.1071/CH04036
 

Banwell MG, McLeod MD, Riches AG Taxane diterpene synthesis studies. Part 2: towards taxinine-enantiospecific construction of an AB-ring substructure incorporating both quaternary carbon centres and attempts to annulate the C-ring. Aust. J. Chem. (2004), 57(1), 53-66. http://dx.doi.org/10.1071/CH03161
 

Barker D, Brimble MA, McLeod MD Synthesis of simple analogues of methyllycaconitine - an efficient method for the preparation of the N-substituted anthranilate pharmacophore. Tetrahedron (2004), 60(28), 5953-5963. http://dx.doi.org/10.1016/j.tet.2004.05.024
 

Barker D, Brimble MA, McLeod MD, Savage GP Synthesis of tricyclic analogues of methyllycaconitine using ring closing metathesis to append a B ring to an AE azabicyclic fragment. Org. Biomol. Chem. (2004), 2(11), 1659-1669. http://dx.doi.org/10.1039/b401119h
 

Brocke C, Brimble MA, Lin DS-H, McLeod MD Application of a double Mannich reaction using bis(aminol) ethers in the synthesis of AE ring analogues of methyl lycaconitine. Synlett (2004), (13), 2359-2363. http://dx.doi.org/10.1055/s-2004-831340
 

Pu F, McKinney AR, Stenhouse AM, Suann CJ, McLeod MD Direct detection of boldenone sulfate and glucuronide conjugates in horse urine by ion trap liquid chromatography-mass spectrometry. J. Chromatogr. B (2004), 813(1-2), 241-246. http://dx.doi.org/10.1016/j.jchromb.2004.09.052
 

2003

Banwell MG, Edwards AJ, Harfoot GJ, Jolliffe KA, McLeod MD, McRae KJ, Stewart SG, Vögtle M Chemoenzymatic methods for the enantioselective preparation of sesquiterpenoid natural products from aromatic precursors. Pure Appl. Chem. (2003), 75(2-3), 223-229. http://dx.doi.org/10.1351/pac200375020223
 

Banwell MG, Hockless DCR, McLeod MD Chemoenzymatic total syntheses of the sesquiterpene (–)-patchoulenone. New J. Chem. (2003), 27(1), 50-59. http://dx.doi.org/10.1039/b206372g
 

Barker D, Brimble MA, McLeod MD A convenient synthesis of 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoic acid. Synthesis (2003), (5), 656-658. http://dx.doi.org/10.1055/s-2003-38065
 

Bodkin JA, Humphries EJ, McLeod MD The total synthesis of (-)-tetrahydrolipstatin. Tetrahedron Lett. (2003), 44(14), 2869-2872. http://dx.doi.org/10.1016/S0040-4039(03)00443-X
 

Bodkin JA, Humphries EJ, McLeod MD The total synthesis of (-)-tetrahydrolipstatin. Aust. J. Chem. (2003), 56(8), 795-803. http://dx.doi.org/10.1071/CH03121
 

Brimble MA, Davey RM, McLeod MD, Murphy M C-Glycosylation of oxygenated naphthols with 3-dimethylamino-2,3,6-trideoxy-L-arabino-hexopyranose and 3-azido-2,3,6-trideoxy-D-arabino-hexopyranose. Aust. J. Chem. (2003), 56(8), 787-794. http://dx.doi.org/10.1071/CH02236
 

Brimble MA, Davey RM, McLeod MD, Murphy M Synthesis of 3-azido-2,3,6-trideoxy-β-D-arabino-hexopyranosyl pyranonaphthoquinone analogues of medermycin. Org. Biomol. Chem. (2003), 1(10), 1690-1700. http://dx.doi.org/10.1039/b301449p
 

2002

Barker D, Brimble MA, McLeod M, Savage GP, Wong DJ Synthesis of ABE tricyclic analogues of methyllycaconitine using a Wacker oxidation-aldol strategy to append the B ring to the AE fragment. J. Chem. Soc., Perkin Trans. 1 (2002), (7), 924-931. http://dx.doi.org/10.1039/b200073n
 

Barker D, McLeod MD, Brimble MA, Savage GP Application of olefin metathesis to the synthesis of ABE ring analogues of methyllycaconitine. Tetrahedron Lett. (2002), 43(34), 6019-6022. http://dx.doi.org/10.1016/S0040-4039(02)01214-5
 

Bodkin JA, McLeod MD The Sharpless asymmetric aminohydroxylation. J. Chem. Soc., Perkin Trans. 1 (2002), (24), 2733-2746. http://dx.doi.org/10.1039/b111276g
 

Brimble MA, Davey RM, McLeod MD Synthesis of azido analogues of medermycin. Synlett (2002), (8), 1318-1322. http://dx.doi.org/10.1055/s-2002-32955
 

2001

Barker D, McLeod MD, Brimble MA, Savage GP A high yielding synthesis of anthranilate esters from sterically hindered alcohols. Tetrahedron Lett. (2001), 42(9), 1785-1788. http://dx.doi.org/10.1016/S0040-4039(00)02327-3
 

Paterson I, Doughty VA, Florence G, Gerlach K, McLeod MD, Scott JP, Trieselmann T Asymmetric aldol reactions using boron enolates: applications to polyketide synthesis. In Organoboranes for Syntheses, Ramachandran PV, Brown HC, Eds. ACS Symposium Series 783, American Chemical Society: Washington, DC (2001), pp. 195-206.
 

2000

Banwell MG, McLeod MD, Premraj R, Simpson GW Improved synthetic route to enantiomerically pure samples of the tetrahydropyran-2-ylacetic acid core associated with the phytotoxic polyketide herboxidiene. Aust. J. Chem. (2000), 53(8), 659-664. http://dx.doi.org/10.1071/CH00083
 

Banwell M, McLeod M, Premraj R, Simpson G Total synthesis of herboxidiene, a complex polyketide from Streptomyces species A7847. Pure Appl. Chem. (2000), 72(9), 1631-1634. http://dx.doi.org/10.1351/pac200072091631
 

Davey RM, Brimble MA, McLeod MD Regioselective asymmetric aminohydroxylation of precursors to 2,3,6-trideoxy-3-aminohexoses. Tetrahedron Lett. (2000), 41(26), 5141-5145. http://dx.doi.org/10.1016/S0040-4039(00)00798-X
 

Paterson I, Doughty VA, McLeod MD, Trieselmann T Total synthesis of (+)-concanamycin F. Angew. Chem., Int. Ed. (2000), 39(7), 1308-1312.
http://dx.doi.org/10.1002/(SICI)1521-3773(20000403)39:7<1308::AID-ANIE1308>3.0.CO;2-7
 

1998

Banwell MG, Darmos P, McLeod MD, Hockless DCR From toluene to TaxolTM: chemoenzymatic and enantiodivergent routes to the AB-ring systems of taxoids and ent-taxoids. Synlett (1998), (8), 897-899. http://dx.doi.org/10.1055/s-1998-1801
 

Banwell M, McLeod M Chemoenzymatic total synthesis of the sesquiterpene (–) patchoulenone. Chem. Commun. (1998), (17), 1851-1852. http://dx.doi.org/10.1039/a804980g
 

1997

Paterson I, McLeod MD Studies in macrolide synthesis: stereocontrolled synthesis of a C1-C13 segment of concanamycin A. Tetrahedron Lett. (1997), 38(23), 4183-4186. http://dx.doi.org/10.1016/S0040-4039(97)00816-2
 

1996

Bourke DG, Collins DJ, Hibberd AI, McLeod MD Enolic ortho esters. VI. A new 'pyranose → cyclohexane' transformation via 1,6-dideoxy-1,1-ethylenedioxy-2,3,4-tri-O-methyl-D-xylo-hex-5-enopyranose. Aust. J. Chem. (1996), 49(3), 425-434. http://dx.doi.org/10.1071/CH9960425
 

1995

Paterson I, Bower S, McLeod MD Stereocontrolled aldol additions to α-methylene-β-alkoxy aldehydes: application to the synthesis of a C13-C25 segment of bafilomycin A1. Tetrahedron Lett. (1995), 36(1), 175-178. http://dx.doi.org/10.1016/0040-4039(94)02205-P
 

Paterson I, McLeod MD Studies in macrolide synthesis: a sequential aldol/glycosylation approach to the synthesis of concanamycin A. Tetrahedron Lett. (1995), 36(49), 9065-9068. http://dx.doi.org/10.1016/0040-4039(95)01913-3


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