Total Synthesis of Aplyviolene

Total Synthesis of Aplyviolene M. J. Schnermann and L. E. Overman, J. Am. Chem. Soc. 2011, 133, 16425-16427.

Total Synthesis of Aplyviolene ] B. Sullivan and D. J. Faulkner, J. Org. Chem. 1984, 49, 3204-3206. Isolated from the marine sponge Dendrilla sp. in the Palau marine lakes Unknown biological activity

Total Synthesis of Aplyviolene J. S. Buckleton, P. R. Bergquist, R. C. Cambie, G. R. Clark, P. Karuso and C. E. F. Rickard, ActaCryst. 1986, 42, 1846-1848.

Retrosynthetic Analysis - Synthesized in 14 steps from A in 5.6% overall yield - A synthesized in 11 steps from 3-methyl-2-cyclohexenone in 19% overall yield A. D. Lebsack, L. E. Overman and R. J. Valentekovich, J. Am. Chem. Soc. 2001, 123, 4851-4852. M. J. Schnermann, C. M. Beaudry, A. V. Egorova, R. S. Polishchuk, C. Sütterlin and L. E. Overman, PNAS 2010, 107, 6158-6163. M. J. Schnermann, C. M. Beaudry, N. E. Genung, S. M. Canham, N. L. Untiedt, B. D. W. Karanikolas, C. Sütterlin and L. E. Overman, J. Am. Chem. Soc. 2011, 133, 17494-17503.

S. V. Ley, D. J. Dixon, R. T. Guy, F. Rodriguez and T. D. Sheppard, Org. Biomol. Chem. 2005, 3, 4095-4097.

Total Synthesis of Aplyviolene

Total Synthesis of Aplyviolene

Presentation Transcript

Organic Synthesis: Total Synthesis of Target Molecules

Total Synthesis of (+)-Biotin

Total Synthesis of (+)- Haplophytine

Total Synthesis of (+)- Cortistatin A

Total Synthesis of (+)- Saxitoxin

Total Synthesis of Bryostatin 1

Total synthesis of (-)Quinocarcin

Total Synthesis of (±)- Longifolene

Total Synthesis of (±)-Indolizomycin

Total Synthesis of Rapamycin

Total Synthesis Of (±)-Stenine

Total Synthesis of (+)- Fastigiatine

Total Synthesis of (+) Plicamine

Total Synthesis of ( - )-Quinocarcin

Total Synthesis of Brevenal

Total Synthesis of (+)-Discodermolide

Stereocontrolled Total Synthesis of ( + )-Vinblastine

Total Synthesis of (−)- Lepenine

Enantioselective Total Synthesis of (+)-Gelsemine

Total Synthesis of Isoschizogamine

Total Synthesis of (+) Plicamine