An expedient route to the glycine templates (R)- or (S)-N-Cbz-5-phenyl-1,4-oxazin-2-one

Tetrahedron Asymmetry

Volumn 7, Issue 9, 1996, Pages 2525-2526

  Dastlik, Kim A ^a   Giles, Robin G F ^a   Roos, Gregory H P ^a  

^a MURDOCH UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 OXAZINE DERIVATIVE; AMINO ACID; GLYCINE;

ALKYLATION; ARTICLE; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030249155     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00324-2     Document Type: Article

References (11)

1. 2. a) Sinclair, P.J.; Zhai, D.; Reibenspies, J.; Williams, R.M. J. Am. Chem. Soc., 1986, 108, 1103-110;
2. b) Williams, R.M.; Sinclair, P.J.; Zhai, D.; Chen, D. J. Am.Chem. Soc., 1988, 110, 1547-1557;
3. c) 1a and 2a are available from Aldrich. Product numbers 33,187-2 and 33,185-6, respectively.
4. 3. Dellaria, J.F.; Santarsiero, B.D. J. Org. Chem., 1989, 54, 3916-3926.
5. 4. Baker, W.R.; Condon, S.L.; Spanton, S. Tetrahedron Lett., 1992, 33, 1573-1576.
6. 5. A more economical 6 step total synthesis has recently been reported, v.d. Nieuwendijk, A.M.C.H.; Warmerdam, E.G.J.C.; Brussee, J.; v.d. Gen, A. Tetrahedron Asymm., 1995, 6, 801-806.
7. 6. Also reported by another group. Harwood, L.M.; Stuart, G., Private Communication.
8. 7. Schafer, C.M.; Molinski, T.F. J. Org. Chem., 1996, 61, 2044-2050.
9. 8. Evans, D.A.; Sjogren, E.B. Tetrahedron Lett., 1985, 32, 3783-3786.
10. c 166.6, 154.7, 137.2, 135.9, 129.2, 128.6, 128.4, 128.3, 128.0, 126.3, 69.9, 68.2, 54.1, 44.8.
11. 2)