A Mitsunobu diol cyclisation to chiral morpholines and dioxanes

Synlett

Volumn , Issue 13, 2006, Pages 2151-2153

  Wilkinson, Mark C ^a   Bell, Rebecca ^a   Landon, Robert ^a   Nikiforov, Petar O ^a   Walker, Andrew J ^a  

^a GLAXOSMITHKLINE   (United Kingdom)

Author keywords

Asymmetric; Heterocycles; Mitsunobu reaction; Morpholines; Pharmaceuticals

Indexed keywords

AMINOMETHYL MORPHOLINE; DIOXANE; MORPHOLINE; N(3,4 DICHLOROBENZYL) 2(S)(CHLOROMETHYL)MORPHOLINE HCL; N(3,4 DICHLOROBENZYL) 2(S)(PHTHALIMIDOMETHYL)MORPHOLINE; UNCLASSIFIED DRUG;

ARTICLE; ASTHMA; CHIRALITY; CYCLIZATION; DRUG STRUCTURE; MITSUNOBU REACTION;

EID: 33748272116     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-948184     Document Type: Article

References (6)

1. Ancliff, R. A.; Cook, C. M.; Eldred, C. D.; Gore, P. M.; Harrison, L. A.; Hayes, M. A.; Hodgson, S. T.; Judd, D. B.; Keeling, S. E.; Lewell, X. Q.; Mills, G.; Robertson, G. M.; Swanson, S.; Walker, A. J.; Wilkinson, M. PCT Int. Appl. WO 2003082861, 2003; Chem. Abstr. 2003, 139, 307777.
2. Kato, S.; Morie, T.; Hino, K.; Kon, T.; Naruto, S.; Yoshida, N.; Karasawa, T.; Matsumoto, J.-I. J. Med. Chem. 1990, 33, 1406.
3. Loftus, F. Synth. Commun. 1980, 10, 59.
4. Chiral morpholine synthesis via tosylation, see: Myers, A. G.; Lanman, B. A. Org. Lett. 2004, 6, 1045.
5. Hayes, M. A.; Mills, G.; Swanson, S.; Walker, A. J.; Wilkinson, M. PCT Int. Appl. WO 2003082835, 2003; Chem. Abstr. 2003, 139, 307774.
6. For other routes, see: Wilkinson, M. C. Tetrahedron Lett. 2005, 46, 4773.