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New PDF release: Alicyclic chemistry. Vol. 6 : a review of the literature

By M A McKervey, Chemical Society

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P. 4489. R. K. Singh and S. Danishefsky, J . Org. , 1976,41,1668. H. Bieraiigel, J. M. Akkerman, J. C. L. Armande, and U. K. Pandit, Rec. Truu. , 1976,95,266. W. F. Berkowitz and S. C. Grenetz, J . Org. , 1976,41, 10. 215 The nucleophilic cleavage of caged cyclopropanes has provided further interesting results. 216 Although these data with ~ 9 6 % conflict with those obtained by Nicon for the analogues (204) and (205), it appears that a pathway involving retention of configuration is a general feature in the ring R n n MeO-MeOp & + OAc cleavage of cyclopropanols constrained in polycyclic structures.

24 Photodecomposition of 9-diazoxanthene can result in singlet and triplet excited xanthenylidene, neither of which undergoes reaction with alkylated olefins. 125 PhCMe'CHN, (95) 123 124 125 - Ph Me 49 % I. Kuwajima, Y. Higuchi, H. Iwasawa, and T. Sato, Chem. Letters, 1976, 1271. J. J. Harvel, J . Org. , 1976,41, 1464. G. Reverdy, Bull. chim. France, 1976, 1141. ' 26 Zinc halide-catalysed decomposition of the bisdiazoalkane (96) proceeds to the carbenoid (97) which adds to alkenes in an efficient manner ( 4 3 4 2 % ) .

Methods show the grognd states to be triplets, and the energy gap to the singlet is considerably less than the 18-25kcalmol-' predicted by the most recent calculations. 'Deazetation of the first pyrazoline T. Miyashi, T. Sugiyama, T. Nakajo, and T. Mukai, Tetrahedron Letters, 1976, 3903. B. M. Trost and W. B. Herdle, J . Amer. Chem. , 1976,98, 1988. U. H. Brinker and W. M. Jones, Tetrahedron Letters, 1976, 577. M. Schneider and H. Strohiicker, Tetrahedron, 1976,32,619. W . T. Borden, J . Amer. Chern.

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