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85034474292
-
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note
-
We denote the endo and exo stereoisomers as those in which the electron-withdrawing group at C4 and the substituent at the C5 position are in a cis and trans relationship, respectively. Chemical equations presented
-
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25
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33845279732
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See for example: (a) Tsuge, O.; Kanemasa, S.; Yoshioka, M. J. Org. Chem. 1988, 53, 1384. (b) Kanemasa, S.; Yoshiora, M.; Tsuge, O. Bull. Chem. Soc. Jpn. 1989, 62, 2196. (c) Grigg, R.; Kemp, J. J. Chem. Soc. Chem. Commun. 1978, 2885. (d) Tsuge, O.; Kanemasa, S.; Ohe, M.; Yorozu, K.; Takenaka, S.; Veno, K. Chem. Lett. 1986, 1271. (e) Tsuge, O.; Kanemasa, S.; Ohe, M.; Yorozu, K.; Takenaka, S.; Veno, K. Bull. Chem. Soc. Jpn. 1987, 60, 4067.
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See for example: (a) Tsuge, O.; Kanemasa, S.; Yoshioka, M. J. Org. Chem. 1988, 53, 1384. (b) Kanemasa, S.; Yoshiora, M.; Tsuge, O. Bull. Chem. Soc. Jpn. 1989, 62, 2196. (c) Grigg, R.; Kemp, J. J. Chem. Soc. Chem. Commun. 1978, 2885. (d) Tsuge, O.; Kanemasa, S.; Ohe, M.; Yorozu, K.; Takenaka, S.; Veno, K. Chem. Lett. 1986, 1271. (e) Tsuge, O.; Kanemasa, S.; Ohe, M.; Yorozu, K.; Takenaka, S.; Veno, K. Bull. Chem. Soc. Jpn. 1987, 60, 4067.
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(b) For an study on the mechanism of this reaction, see Lecea, B.; Arrieta, A.; Morao, I.; Cossío, F. P. Eur. J. Chem. 1997, 3, 20.
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Pätzel et al. have prepared structurally related chiral nitroalkenes using different reaction conditions and have observed a lower stereocontrol. See Galley, G.; Hübner, J.; Anklam, S.; Jones, P. G.; Pätzel, M. Tetrahedron Lett. 1996, 37, 6307.
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85034473907
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note
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Crystallographic data (excluding structure factors) for the structures exo-4c and exo-4f have been deposited with the Cambridge Crystallographic Data Centre. Copies of the data can be obtained free of charge on application to the Director, CCDC, 12 Union Road, Cambridge CB2 IEZ, UK. (fax: +44-(0)1223-336033; email: deposit@ chemcrys.cam.ac.uk).
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