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Carotenoid Chemistry and Biochemistry. Proceedings of the by George Britton

By George Britton

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Special thanks are due to Drs. W. Arnold, L. Chopard, G. Englert, K. Noack, W. Vetter and Mr. W. Meister for the spectral data, to Dr. R. Maurer, Mr. E. Glinz and Mr. W. Walther for the GC and HPLC analyses and to Dr. A. Dirscherl for the elemental analyses. The skilful technical assistance of Mr. K. Holzhäuser, Mr. S. Jäggli, Miss K. Jakob, Mr. H. Schneider and Mr. M. Tognina is gratefully ack­ nowledged . 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. 11. 12. 13. 14. 15. 16. 17. 18. 19. 20. REFERENCES 0. Straub, Key to Carotenoids: Lists of Natural Carotenoids, Birkhäuser Verlag, Basel and Stuttgart (1976).

S. Prasad, S. B. Hossain, A. K. Sengupta and D. van der Helm, Pure Appi. Chem. S3, 853 (1981). 40. J. -0. R. Enzell, Beiträge Tabakforsch. IS, 366 (1966). 41. R. H. Eugster, Helv. Chim. Acta 63, 2531 (1980). 42. L. Jaeger and P. Karrer, Helv. Chim. Acta 46, 683 (1963). 43. L. Cholnoky, J. Szabolcs and G. Toth, Liebigs Ann. Chem. 708, 218 (1967). 44. P. I. Krinsky, Biochem. _5, 3649 (1966). 45. T. Fujisawa, K. Sugimoto and H. Ohta, Chem. Letters 1974, 883. 46. L. Bartlett, W. P. M. Scopes, G. K.

9. Site-selective alkylation of (+)-3-acetoxy-4-oxo-ß-ionone. ed as a common intermediate for the synthesis of 3,4-oxygenated C,. phosphonium salts (Ref. 27, Note a ) . Optical resolution of 3-acetoxy-4-oxoionone (2_8) was accomplished in the following way: Ester if ication of the alco hoi 4_1 with (-)-camphanic acid chloride (Note b) according to Gerlach et al. (Ref. 30) gave a mixture of diastereomeric esters _^2 and _£3 (Fig. 11) in more than 90 % yield. p. p. 5-133°) was effected by fractional crystallization from ethyl acetate/hexane or diiso propyl ether or by column chromatography on silica gel.

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