Download e-book for iPad: Alicyclic chemistry. Vol. 6 : a review of the literature by M A McKervey, Chemical Society

By M A McKervey, Chemical Society

ISBN-10: 0851866328

ISBN-13: 9780851866321

ISBN-10: 1847555497

ISBN-13: 9781847555496

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Mitamura, and K. Ogura, Tetrahedron Letters, 1976, 855. H. Hagiwara, T. Kodama, H. Kosugi, and H. S. Chem. , 1976,413. R. Scheffold, P. Bissig, K. L. Ghatak, B. Granwehr, and B. ), 1975,29,463; K. Kondo, K. Matsui, A. Negishi, and Y. Takahatake, Ger. 2 552615 (Chem A h . , 1976,85,108 343); V. A. Buevich, L. I. Dieko, and V. V. Perekalin, Zhur. org. , 1976,12,678 (Chem. , 1976,85, 5230). 1s8Treatmentof(l46;R = H)withcarbonylcompounds leads to methylenecyclopropanes in yields of 40 - 60 %. ' 5 9 With isopropylidene- and cyclopentylidene-triphenylphosphoranes, the corresponding chrysanthemates (148) (Scheme 18)are produced stereospecifically in ca.

Chidester, J Arner. C h m . , 1976,98, 4483. 44 dNHcoM gNHC Alicyclic Chemistry ~ COMe (1 75) allylic cation (175) and cyclization to afford the observed p r o d ~ c t . ’” Apart from its use as a synthetic rnethod,lg’ the silver-ion-assisted solvolysis of gem-dihalogenocyclopropanes has received further detailed scrutiny. The solvolyses of 9,9-dibromobicyclo[6,1,O]-nonane and -non-4-ene both show both first- and second-order dependence on silver(r) ion. That part of the reaction first-order in --+ --+ X I silver ion represents electrophilic catalysis of the departure of the em-bromine atom while that part of the reaction second-order in silver ion could represent the departure of the bromine atom catalysed by two silver ions.

Sato, and C. H. Stammer, J . Org. , 1976,41, 1466. R. A. -T. Ho,Tetrahedron Letters, 1976, 1651, 3397. g. 13' Carbene (123; R = Me), generated in the same way, affords (124; R = Me) stereospecifically, together with (125: R = Me) and (126; R = Me). The stereospecific formation of (124: R = Me), the first member of this ring system to have been isolated, is proably due + 13' 136 13' T. L. Gilchrist and D. P. J. S. Perkin I , 1976, 1257. H. Hauptmann, Tetrahedron, 1976,32,1293. U. Langer and H. Musso, Annulen, 1976, 1180.

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Alicyclic chemistry. Vol. 6 : a review of the literature published during 1976 by M A McKervey, Chemical Society


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