Stereochemistry of cyclic compounds Communication 56. Steric orientation in the diene condensation of 1-(1-chlorovinyl)cyclohexene with trans-1-nitropropene
- 26 Downloads
A study was made of structural and spatial orientation in the diene condensation of 1-(1-chlorovinyl)cyclohexene (IV) with trans-1-nitropropene, and the configurations of the adduct (V) and its isomer (VII) were proved.
The laws underlying the transformations and stereochemistry of the products formed in the acid hydrolysis and reduction of the isomeric chloronitrooctalins (V) and (VII) were elucidated.
KeywordsHydrolysis Adduct Cyclohexene Diene Acid Hydrolysis
Unable to display preview. Download preview PDF.
- 1.G. M. Segal', L. P. Rybkina, and V. F. Kucherov, Izv. AN SSSR. Otd. khim. n. 1253 (1963).Google Scholar
- 2.W. J. Bailey and M. Madoff, J. Amer. Chem. Soc.76, 2707 (1954); J. W. Cook and C. A. Lawrence, J. Chem. Soc. 817 (1937).Google Scholar
- 3.H. Ruschig, W. Fritsch, J. Schmidt-Thome, and W. Haede, Chem. Ber.88, 883 (1955).Google Scholar
- 4.N. Kornblum and L. Fishbein, J. Amer. Chem. Soc.77, 6266 (1955); J. Weinstock and N. Schwartz, J. Organ. Chem.26, 5247 (1961).Google Scholar
- 5.G. M. Segal', L. P. Rybkina, and V. F. Kucherov, Izv. AN SSSR. Otd. khim. n. 1424 (1962).Google Scholar
- 6.W. Klyne, Progress in Stereochemistry, London,1, 36 (1954).Google Scholar
- 7.E. Schmidt and G. Rutz, Ber.61, 2142 (1928); E. B. Tamelen and R. J. van Thiede, J. Amer.Chem. Soc.74, 2615 (1952).Google Scholar
- 8.I. N. Nazarov, V. F. Kucherov, V. M. Andreev and G. M. Segal', Dokl. AN SSSR104, 729 (1955).Google Scholar