Welcome to the Paterson Group homepage

Our research areas include the total synthesis of various biologically active natural products and the discovery and development of new synthetic methods, with particular interest in asymmetric reactions.

There is a need for new and more efficient methods of synthesis, particularly ones that exhibit high levels of stereocontrol. Asymmetric aldol methodology, where enolate geometry controls the absolute stereochemistry in C-C bond formation with aldehydes, is of particular interest. These new methods are being applied to the synthesis of a wide variety of important natural products.

Current targets include those illustrated below. We aim to provide short and flexible synthetic routes for the construction of these complex polyoxygenated structures and their analogues, which show significant biological activity but have low natural abundance.

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Total synthesis targets (click for larger image):

Npposter2

Npposter2

Completed total syntheses:

Target Structure Completed Literature
jiadifenolideStructure 2014 Angew. Chem. Int. Ed. 2014, ASAP.
(-)-leiodermatolideStructure 2014 Angew. Chem. Int. Ed. 2014, 53, 2692-2695.
(-)-rhizopodinStructure 2013 Angew. Chem. Int. Ed. 2013, 52, 6517-6521.
aplyronine C Structure 2013 Org. Lett. 2013, 15, 3118-3121
alotaketal AStructure 2012 Org. Lett. 2012, 14, 5492-5495.
(+)-phorbaside AStructure 2010 Org. Lett. 2010, 12, 2158-2161.
(-)-spirangien AStructure 2008 Chem. Asian J. 2009, 4, 594-611.
(+)-neopeltolideStructure 2008 Chem. Commun. 2008, 37, 4708-4710.
(-)-saliniketals A & BStructure 2008 Org. Lett. 2008, 10, 3295-3298.
spirastrellolide A methyl esterStructure 2008 Angew. Chem. Int. Ed. 2008, 43, 3016-3020 & 3021-3025
pteridic acids A & BStructure 2008 Tetrahedron 2008, 64, 4768-4777.
(-)-reidispongiolide A Structure 2006 Angew. Chem. Int. Ed. 2007, 6167-6171.
(+)-dolastatin 19 Structure 2006 Org. Lett. 2007, 2131-2134, Tetrahedron 2006, 5806-5819.
(-)-dictyostatin Structure 2004 Angew. Chem. Int. Ed. 2004, 43, 4629-4633
(-)-aurisides A and B Structure Structure 2004 Angew. Chem. Int. Ed. 2005, 44, 1130-1133
(-)-callipeltoside A Structure 2003 Org. Lett. 2003, 23, 4477-4480
(+)-leucascandrolide A Structure 2002 Angew. Chem. Int. Ed. 2003, 42, 343-348.
siphonarin B Structure 2001 Org. Lett. 2002, 4, 391-394.
(+)-altohyrtin A/spongistatin 1 Structure 2001 Angew. Chem. Int. Ed. 2001, 40, 4055-4060., Org. Biomol. Chem. 2005, 2399-2440.
(-)-laulimalide Structure 2001 Org. Lett. 2001, 3, 3149-3152.
(+)-discodermolide Structure 1999, 2001 Angew. Chem. 2000, 112, 385-388., J. Am. Chem. Soc. 2001, 123, 9535-9544.
(-)-baconipyrone C Structure 1999 Org. Lett. 2000, 2, 1513- 1516.
(+)-concanamycin F Structure 1999 Angew. Chem. Int. Ed. 2000, 39, 1308-1317.
(+)-elaiolide Structure 1999 Org. Lett. 1999, 1, 19-22.
(-)-tetrahydrolipstatin Structure 1999 Tetrahedron Lett. 1999, 40, 393-394.
scytophycin C Structure 1997 J. Org. Chem. 1997, 62, 452-453.
zaragozic acid C intermediate Structure 1997 Tetrahedron Lett. 1997, 38, 4301-4304.
(+)-restricticin Structure 1996 Tetrahedron Lett. 1996, 37, 8243-8246.
(-)-ACRL toxin IIIB Structure 1994 Tetrahedron Lett. 1994, 35, 9477-9480.
(-)-ebelactone A and B Structure 1993 J. Org. Chem. 1995, 60, 3288-3300.
(-)-oleandolide Structure 1994 J. Am. Chem. Soc. 1994, 116, 11287-11314.
(-)-swinholide A Structure 1994 J. Am. Chem. Soc. 1994, 116, 9391-9392.
(-)-hemiswinholide A Structure 1994 J. Am. Chem. Soc. 1994, 116, 9391-9392.
(+)-muamvatin Structure 1993 J. Am. Chem. Soc. 1993, 115, 1608-1610.
(-)-denticulatins A & B Structure 1992 Tetrahedron Lett. 1992, 33, 801-804.