Formation and isomerization of polycyclic 1,5-enynes Dedicated to Harry H. Wasserman

Tetrahedron Letters

Volumn 56, Issue 23, 2015, Pages 3567-3570

  Finn, Paul B ^a   Kulyk, Svitlana ^a,b   Sieburth, Scott McN ^a  

^a Temple University   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Enyne; Gold catalysis; Photochemistry; Pyridone; Thiol radical

Indexed keywords

ALKYNE; CYCLOPENTENE DERIVATIVE; DIPYRONE; GOLD; ORGANIC COMPOUND; POLYCYCLIC 1,5 ENYNE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CYCLOADDITION; ISOMERIZATION; PHOTOCYCLOADDITION; STEREOCHEMISTRY;

EID: 84929943368     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2015.01.145     Document Type: Article

References (19)

1. In 1988 Harry Wasserman related to SMcNS that, with the advent of ChemDraw in 1984, he had tired of manuscripts all looking the same, and therefore submitted a series of Letters in which the schemes were done in calligraphy. We have submitted this modest attempt to emulate his examples. See: H.H. Wasserman, and B.C. Pearce Tetrahedron 44 1988 3365 3372
2. H.H. Wasserman, M. Thyes, S. Wolff, and V. Rusiecki Tetrahedron Lett. 29 1988 4973 4976
3. H.H. Wasserman, and V. Rusiecki Tetrahedron Lett. 29 1988 4977 4980
4. P.A. Wender, and B.L. Miller Nature 460 2009 197 201
5. S. Kulyk, W.G. Dougherty Jr., W.S. Kassel, S.A. Fleming, and S.McN. Sieburth Org. Lett. 12 2010 3296 3299
6. S. Kulyk, W.G. Dougherty, W.S. Kassel, M.J. Zdilla, and S.McN. Sieburth Org. Lett. 13 2011 2180 2183
7. D.I. Schuster Mechanistic Issues in [2+2]-Photocycloadditions of Cyclic Enones to Alkenes W. Horspool, F. Lenci, Organic Photochemistry and Photobiology 2004 CRC New York 72-1-72-24
8. L.J. Sharp, and G.S. Hammond Mol. Photochem. 2 1970 225 250
9. J.P. Knowles, L.D. Elliott, and K.I. Booker-Milburn Beilstein J. Org. Chem. 8 2012 2025 2052
10. K. Gilmore, and P.H. Seeberger Chem. Rec. 14 2014 410 418
11. L.D. Elliott, J.P. Knowles, P.J. Koovits, K.G. Maskill, M.J. Ralph, G. Lejeune, L.J. Edwards, R.I. Robinson, I.R. Clemens, B. Cox, D.D. Pascoe, G. Koch, M. Eberle, M.B. Berry, and K.I. Booker-Milburn Chem. Eur. J. 20 2014 15226 15232
12. S.McN. Sieburth, and C.-H. Lin J. Org. Chem. 59 1994 3597 3599
13. M.R. Luzung, J.P. Markham, and F.D. Toste J. Am. Chem. Soc. 126 2004 10858 10859
14. L. Zhang, and S.A. Kozmin J. Am. Chem. Soc. 127 2005 6962 6963
15. K. Cariou, E. Mainetti, L. Fensterbank, and M. Malacria Tetrahedron 60 2004 9745 9755
16. K.C. Majumdar, and P. Debnath Tetrahedron 64 2008 9799 9820
17. C.F. Lane Synthesis 1975 1975 135 146
18. H. Hiemstra, W.J. Klaver, and W.N. Speckamp J. Org. Chem. 49 1984 1149 1151
19. M. Thaning, and L.-G. Wistrand Helv. Chim. Acta 69 1986 1711 1717