Chiral phosphinyl analogues of 2-C-arylmorpholinols: 2-aryl-3,5-diphenyl-[1,4,2]-oxazaphosphinanes

Tetrahedron Asymmetry

Volumn 17, Issue 9, 2006, Pages 1402-1408

  Volle, Jean Noël ^a   Virieux, David ^a   Starck, Matthieu ^a   Monbrun, Jérôme ^a   Clarion, Ludovic ^a   Pirat, Jean Luc ^a  

^a INSTITUT CHARLES GERHARDT   (France)

Author keywords

[No Author keywords available]

Indexed keywords

2 (3 CHLOROPHENYL) 3,5 DIPHENYL 2 OXO[1,4,2]OXAZAPHOSPHINANE; 2 (3,5 DIFLUORO)PHENYL 3,5 DIPHENYL 2 OXO[1,4,2]OXAZAPHOSPHINANE; 2 (3,5 DIFLUOROPHENYL) 3,5 DIPHENYL 2 OXO[1,4,2]OXAZAPHOSPHINANE; 2 (4 BROMOPHENYL) 3,5 DIPHENYL 2 OXO[1,4,2]OXAZAPHOSPHINANE; 2 (4 METHOXYPHENYL) 3,5 DIPHENYL 2 OXO[1,4,2]OXAZAPHOSPHINANE; 2,3,5 TRIPHENYL 2 OXO[1,4,2]OXAZAPHOSPHINANE; IMINE; MORPHOLINE DERIVATIVE; PHOSPHINE DERIVATIVE; PHOSPHITE; PHOSPHORUS; PHOSPHORUS DERIVATIVE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; ARYLATION; CATALYSIS; CHEMICAL REACTION; CHIRALITY; CYCLIZATION; DIASTEREOISOMER; PRIORITY JOURNAL;

EID: 33744971161     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2006.05.003     Document Type: Article

References (16)

1. Welch R.M., Allen A.A., and Schroeder D.H. Xenobiotica 17 (1987) 287-298
2. Morgan, P. F.; Musso, D.; Partridge, J. J. WO 99/37305, 1999; Chem. Abstr. 1999, 131, 111445.
3. Kelley, J. L.; Musso, D. L.; Boswell, G. E.; Cooper, B. R. E.P. Patent 426416, 1991. Chem. Abstr. 1991, 115, 92281.
4. Boswell G.E., Musso A.O., Davis D.L., Kelley J.L., Soroko F.E., and Cooper B.R. J. Heterocycl. Chem. 34 (1997) 1813-1820
5. Kelley J.L., Musso D.L., Boswell G.E., Soroko F.E., and Cooper B.R. J. Med. Chem. 39 (1996) 347-349
6. Cristau H.-J., Monbrun J., Tillard M., and Pirat J.-L. Tetrahedron Lett. 44 (2003) 3183-3186
7. Pirat J.-L., Monbrun J., Virieux D., Volle J.-N., Tillard M., and Cristau H.-J. J. Org. Chem. 70 (2005) 7035-7041
8. Pirat J.-L., Monbrun J., Virieux D., and Cristau H.-J. Tetrahedron 61 (2005) 7029-7036
9. Cristau H.-J., Pirat J.-L., Virieux D., Monbrun J., Ciptadi C., and Bekro Y.A. J. Organomet. Chem. 690 (2005) 2472-2481
10. Wadsworth W.S., and Emons W.D. J. Am. Chem. Soc. 84 (1962) 610-617
11. Cristau H.-J., Coulombeau A., Genevois-Borella A., and Pirat J.-L. Tetrahedron Lett. 42 (2001) 4491-4494
12. Crystal structures were deposited at the Cambridge Crystallographic Data Centre and referenced with following number's: (a) CCDC 603689 for 8, (b) CCDC 603690 for 7b and (c) CCDC 603691for 6a.
13. In: Verkade J.G., and Quin L.D. (Eds). Phosphorus-31 NMR Spectroscopy in Stereochemical Analysis (1987), VCH Verlagsgesellschaft, Weiheim (Germany) 365-385
14. All simulations were performed using gNMR 3.65 by IvorySoft, published by Cherwell Scientific, Oxford, UK, 1998.
15. Sprag R.A. J. Chem. Soc. (Sec. B) (1968) 1128-1132
16. Higashiyama K., Inoue H., Yamauchi T., and Takahashi H. J. Chem. Soc., Perkin Trans. 1 (1995) 111-115