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• W2059353130 abstract "Helvetica Chimica ActaVolume 42, Issue 7 p. 2604-2616 Article Some Photochemical Rearrangements D. H. R. Barton, D. H. R. Barton Imperial College, London, S.W. 7, EnglandSearch for more papers by this author D. H. R. Barton, D. H. R. Barton Imperial College, London, S.W. 7, EnglandSearch for more papers by this author First published: 1959 https://doi.org/10.1002/hlca.19590420732Citations: 77AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat References 1 A lecture delivered before the Swiss Chemical Society on February 28th, 1959, at the Winter Meeting of the Society. The material presented at this lecture was also incorporated into an acceptance address before the American Chemical Society on June 16th(1959) in Seattle, Washington, on the occasion of the award of the first Roger Adams Medal. – Published by special decision of the Editiorial Board. 2 For earlier literature see J. L. Simonsen & D. H. R. Barton, ‘ The Terpenes’, Cambridge University Press 1952, Vol. III, p. 292 et seq. 3 D. H. R. Barton, P. de Mayo & M. Shafiq, J. chem. Soc. 1957, 929. 4 D. H. R. Barton, J. E. D. Levisalles & J. T. Pinhey, J. chem. Soc., in preparation. 5 See D. H. R. Barton, Proc. chem. Soc. 1958, 61. 6 W. Cocker, K. Crowley, J. T. Edward, T. B. H. McMurry & E. R. Stuart, J. chem. Soc. 1957, 3416. 7 D. H. R. Barton, P. de Mayo & M. Shafiq, Proc. chem. Soc. 1957, 205. J. chem. Soc. 1958, 140. 8 D. Arigoni, H. Bosshard, H. Bruderer, G. Büchi, O. Jeger & L. T. Krebaum, Helv. 40, 1732 (1957). 9 D. H. R. Barton, P. de Mayo & M. Shafiq, Proc. chem. Soc. 1957, 345. 10 D. H. R. Barton, P. de Mayo & M. Shafiq, J. chem. Soc. 1958, 3314. 11 E. E. van Tamelen, S. H. Levin, G. Brenner, J. Wolinsky & P. E. Aldrich, J. Amer. chem. Soc. 80, 501 (1959). 12 H. L. Herzog, C. C. Payne, M. A. Jevnik, D. Gould, E. L. Shapiro, E. P. Oliveto & E. B. Hershberg, J. Amer. chem. Soc. 77, 4781 (1955). A. Nobile, W. Charney, P. L. Perlman, H. L. Herzog, C. C. Payne, M. E. Tully, M. A. Jevnik & E. B. Hershberg, J. Amer. chem. Soc. 77, 4184 (1955). 13 D. H. R. Barton & W. C. Taylor, Proc. chem. Soc. 1957, 96, 147. 14 D. H. R. Barton & W. C. Taylor, J. chem. Soc. 1958, 2500. 15 D. H. R. Barton & W. C. Taylor, J. Amer. chem. Soc. 80, 244 (1958). 16 H. Dutler, H. Bosshard & O. Jeger, Helv. 40, 494 (1957); H. Staudinger & S. Bereza, Liebigs Ann. Chem. 380, 243 (1911). 17 D. H. R. Barton & G. Quinkert, Proc. chem. Soc. 1958, 197. J. chem. Soc. 1959, in press. 18 F. Wessely & F. Sinwel, Mh. Chem. 81, 1055 (1950). 19 D. Y. Curtin, R. J. Crawford & M. Wilhelm, J. Amer. chem. Soc. 80, 1391 (1958). 20 K. Alder, F. H. Flock & H. Lessenich, Chem. Ber. 90, 1709 (1957). 21 The formula XXI is not intended to denote a definite configuration for the acetoxyl group relative to the methyl group attached to the same vinylic carbon. The same reservation holds for analogous compounds described hereinafter. 22 A. Rembaum & M. Szwarc, J. Amer. chem. Soc. 77, 3486 (1955); C. Walling, Free Radicals in Solution, John Wiley and Sons Inc., New York 1957, pp. 491 493. 23 C. Walling & R. B. Hodgdon, J. Amer. chem. Soc. 80, 228 (1958). 24 L. Velluz, A. Petit, G. Michel & G. Rousseau, C. r. hebd. Sénces Acad. Sci. 226, 1287 (1948). L. Velluz, A. Petit & G. Amiard, Bull. Soc. chim. France, 1948, 1115. 25 L. F. Fieser & M. Fieser, « Steroids», Reinhold Publishing Corporation, New York 1959, p. 90 et seq.; for other references see I. T. Harrison & B. Lythgoe, Proc. chem. Soc. 1957, 261. H. H. Inhoffen, G. Quinkert, H.-J. Hess & H.-M. Erdmann, Chem. Ber. 89, 2273 (1956). 26 See M. P. Rappoldt, J. A. Keverling Buisman & E. Havinga, Rec. Trav. chim. Pays-Bas 77, 327 (1958), and earlier papers. 27 R. L. Autrey, D. H. R. Barton & W. H. Reusch, Proc. chem. Soc., 1959, 55. 28 L. Ruzicka, O. Jeger & J. Redel, Helv. 26, 1235 (1943). E. J. Corey & E. W. Cantrall, J. Amer. chem. Soc. 81, 1745 (1959). 29 D. H. R. Barton & J. Courtney, unpublished observations. 30 A. C. Cope, N. A. Nelson & D. S. Smith, J. Amer. chem. Soc. 76, 1100 (1954). 31 D. H. R. Barton & J. Courtney, unpublished observations; further experiments are planned. 32 P. Nayler & M. C. Whiting, J. chem. Soc., 1954, 4006. 33 D. H. R. Barton & O. A. Stamm, unpublished observations. 34 E. F. Silversmith, Y. Kitahara, M. C. Caserio & J. D. Roberts, J. Amer. chem. Soc. 80, 5840 (1958), and references there cited. A specimen of (LVI) was very kindly provided by Professor John D. Roberts (Cal. Tech., Pasadena). 35 G. Schroeter, Ber. deutsch. chem. Ges. 49, 2715 (1916). R. B. Woodward & G. Small, J. Amer. chem. Soc. 72, 1297 (1950); E. B. Reid, Ber. deutsch. chem. Ges. 72, 2853 (1950). 36 See W. G. Dauben & G. J. Fonken, J. Amer. chem. Soc., 79, 2971 (1957). 37 E. J. Forbes, J. chem. Soc., 1955, 3864. P. D. Gardner, R. L. Brandon & G. R. Haynes, J. Amer. chem. Soc. 79, 6334 (1957). O. L. Chapman & D. J. Pasto, J. chem. Soc., 80, 6685 (1958). 38 D. H. R. Barton & A. S. Kende, J. chem. Soc., 1958, 688. 39 D. H. R. Barton, R. Bernasconi & J. Klein, J. chem. Soc., 1959, in press. 40 W. Klyne, J. chem. Soc. 1952, 2916; W. Klyne, J. chem. Soc. 1953, 3072. Citing Literature Volume42, Issue71959Pages 2604-2616 ReferencesRelatedInformation" @default.
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