1:1 and 2:1 inclusion complexes of (R,R)-(-)-trans-2,3-bis(hydroxydiphenyl-methyl)-1,4-dioxaspiro[4.4]nonane with N-allylfuran-2-carboxanilide which upon irradiation in the solid state give (-)- and (+)-photocyclization products, respectively

Journal of Organic Chemistry

Volumn 61, Issue 19, 1996, Pages 6490-6491

  Toda, Fumio ^a   Miyamoto, Hisakazu ^a   Kanemoto, Kazuyuki ^a  

^a EHIME UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

FURAN DERIVATIVE;

ARTICLE; CHIRALITY; CIRCULAR DICHROISM; DRUG SYNTHESIS; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE; PHOTOCHEMISTRY; REACTION ANALYSIS; TECHNIQUE; ULTRAVIOLET SPECTROPHOTOMETRY;

EID: 0029836822     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961150o     Document Type: Article

References (12)

1. Bates, R. B.; Kane, V. V.; Martin, A. R.; Mujumdar, R. B.; Ortega, R.; Hatanaka, Y.; Sanohe, K.; Tanaoka, Y. J. Org. Chem. 1987, 52, 3178.
2. Toda, F. Synlett 1993, 303. Toda, F. Acc. Chem. Res. 1995, 28, 480.
3. Toda, F. Synlett 1993, 303. Toda, F. Acc. Chem. Res. 1995, 28, 480.
4. Seebach, D.; Beck, A. K.; Imwinkelried, R.; Roggo, S.; Wonnacott, A. Helv. Chim. Acta 1987, 70, 954. Toda. F.; Tanaka, K. Tetrahedron Lett. 1988, 29, 551.
5. Seebach, D.; Beck, A. K.; Imwinkelried, R.; Roggo, S.; Wonnacott, A. Helv. Chim. Acta 1987, 70, 954. Toda. F.; Tanaka, K. Tetrahedron Lett. 1988, 29, 551.
6. Photoirradiations were carried out in a water suspension by using a 100 W high pressure Hg-lamp under air.
7. Chiralcel OD is available from Daicel Chemical Ind. Ltd., Himeji, Japan.
8. CD Spectra were measured on Nujol mulls using a JASCO J-720 spectropolarimeter.
9. UV spectra in the solid state were measured using a Shimadzu multipurpose recording spectrophotometer MPS-2000.
10. Toda, F.; Tanaka, K.; Sekikawa, A. J. Chem. Soc., Chem. Commun. 1987, 279. Toda, F.; Miyamoto, H.; Kanemoto, K. J. Chem. Soc., Chem. Commun. 1995, 1719. Toda, F.; Miyamoto, H. Chem. Lett. 1995, 809.
11. Toda, F.; Tanaka, K.; Sekikawa, A. J. Chem. Soc., Chem. Commun. 1987, 279. Toda, F.; Miyamoto, H.; Kanemoto, K. J. Chem. Soc., Chem. Commun. 1995, 1719. Toda, F.; Miyamoto, H. Chem. Lett. 1995, 809.
12. Toda, F.; Tanaka, K.; Sekikawa, A. J. Chem. Soc., Chem. Commun. 1987, 279. Toda, F.; Miyamoto, H.; Kanemoto, K. J. Chem. Soc., Chem. Commun. 1995, 1719. Toda, F.; Miyamoto, H. Chem. Lett. 1995, 809.