By Jochen Mattay, Axel Griesbeck
Encompasses a choice of multistep experiments that each one characteristic one or photochemical key steps. Paper.
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Extra info for Photochemical key steps in organic synthesis: an experimental course book
Synthesis of both enantiomers. P. Esser, H. Buschmann, M. Meyer-Stork, Angew. Chem. 1992,104,1254 - 1255; Angew. Chem. Int. Ed. Engl. 1992,31, 1190 - 119 1. A. -D. Scharf, J. Runsink, Angew. Chem. 1985, 97, 882 - 883; Angew. Chem. Int. Ed. Engl. 1985,24,817 - 818. O 3,7Idecane submitted by R. 5 d. 7g (60%). 74g (55%). 38(m, 1 H, HC=). 8(s, CO). MS (GC): m/z = 162 (M', 21%), 134 (18), 119 (14),104 (17),91 (C7H7, loo), 77 (12), 65 (26),51 (10). 5 L of dry ether was degassed with a dry nitrogen stream for 45 min.
38(m, 1 H, HC=). 8(s, CO). MS (GC): m/z = 162 (M', 21%), 134 (18), 119 (14),104 (17),91 (C7H7, loo), 77 (12), 65 (26),51 (10). 5 L of dry ether was degassed with a dry nitrogen stream for 45 min. The solution was irradiated for 20 h with a medium-pressure mercury immersion lamp (450 W Hanovia) equipped with a special quartz M 282-filter (h = 280 nm). The crude oxetane was obtained by evaporation of the ether at reduced pressure. 17 g (92%) of a colorless oil; crystallization from petroleum ethedether (12:l) at -20 "C gave colorless crystals, mp 30-32 "C.
K. A. Reuter, Dissertation, Universitiit GieBen 1985; G. Maier, K. A. Reuter, L. Franz, H. P. Reisenauer, Tetrahedron Lett. 1985, 1845 - 1848. H. Quast, F. Kees, Chem. Ber. 1981, 114,774 - 786. J. Ciabattoni, A. E. Feiring, J. Am. Chem. 1972, 94, 51 13 - 51 15; J. Ciabattoni, A. E. Feiring, J. Am. Chem. 1973, 95, 5266 - 5272; J. Ciabattoni, A. E. Feiring, P. J. Kocienski, Org. Synth. 1974,54, 97 - 102. 3a L. F. 6 mol) of water has been collected (ca. 24 h). The reaction mixture is cooled to room temperature and all volatiles are removed in vucuo (9 Torr).