N-Acyl-α-triphenylphosphonioglycinates in the synthesis of α,β-dehydro-α-amino acid derivatives

Monatshefte fur Chemie

Volumn 135, Issue 7, 2004, Pages 807-815

  Mazurkiewicz, Roman ^a   Kuźnik, Anna ^a   Grymel, Mirosława ^a   Kuźnik, Nikodem ^a  

^a SILESIAN UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

N Acyl triphenylphosphoranylideneglycinates; N Acyl triphenylphosphonioglycinates; Wittig reaction; Ylides derived from glycine; , Dehydro amino acids

Indexed keywords

2 PIVALOYLAMINO 3 TRIFLUOROMETHYLBUTENDIOIC ACID DIMETHYL ESTER; ACETIC ACID DERIVATIVE; ALDEHYDE; AMINO ACID DERIVATIVE; BENZENE DERIVATIVE; ESTER DERIVATIVE; KETONE DERIVATIVE; METHYL 2 (N ACETYLAMINO) 3 (2 QUINOLYL)PROPENOATE; METHYL 2 (N ACETYLAMINO) 3 (2 THIENYL)PROPENOATE; METHYL 2 (N ACETYLAMINO) 3 PHENYLPROPENOATE; METHYL 2 (N BENZOYLAMINO) 2 BUTENOATE; METHYL 2 (N BENZOYLAMINO) 3 (2 FURYL)PROPENOATE; METHYL 2 (N BENZOYLAMINO) 3 PHENYLPROPENOATE; METHYL 2 (N PIVALOYLAMINO) 2 BUTENOATE; METHYL 2 (N PIVALOYLAMINO) 2 PENTENOATE; METHYL 2 (N PIVALOYLAMINO) 3 (2 FURYL)PROPENOATE; METHYL 2 (N PIVALOYLAMINO) 3 (2 PYRROYL)PROPENOATE; METHYL 2 (N PIVALOYLAMINO) 3 (4 PYRIDYL)PROPENOATE; METHYL 2 (N PIVALOYLAMINO) 3 PHENYLPROPENOATE; METHYL 2 (N PIVALOYLAMINO) 4 PHENYL 2 BUTENOATE; METHYL 2 (N PIVALOYLAMINO) 4 PHENYL 3 BUTENOATE; TRIETHYLAMINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; WITTIG REACTION;

EID: 3242722423     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00706-003-0167-1     Document Type: Article

References (28)

1. Aguado GP, Moglioni AG, Ortuño RM (2003) Tetrahedron Asymm 14: 217
2. Williams RM (1989) Synthesis of Optically Active α-Amino Acids. Pergamon Press, Oxford, p 1; Williams RM (1992) Aldrichimica Acta 25: 11
3. Williams RM (1989) Synthesis of Optically Active α-Amino Acids. Pergamon Press, Oxford, p 1; Williams RM (1992) Aldrichimica Acta 25: 11
4. Williams RM (1995) Adv Asymmetric Synth 1: 45; O'Donnell MJ, Bennett WD (1988) Tetrahedron 44: 5389; Ikegami S, Uchiyama H, Hayama T, Katsuki T, Yamaguchi M (1988) Tetrahedron 44: 5333
5. Williams RM (1995) Adv Asymmetric Synth 1: 45; O'Donnell MJ, Bennett WD (1988) Tetrahedron 44: 5389; Ikegami S, Uchiyama H, Hayama T, Katsuki T, Yamaguchi M (1988) Tetrahedron 44: 5333
6. Williams RM (1995) Adv Asymmetric Synth 1: 45; O'Donnell MJ, Bennett WD (1988) Tetrahedron 44: 5389; Ikegami S, Uchiyama H, Hayama T, Katsuki T, Yamaguchi M (1988) Tetrahedron 44: 5333
7. Coghlan PA, Easton ChJ (1999) Tetrahedron Lett 40: 4745
8. Thormann M, Hofmann H-J (1998) J Mol Structure 431: 79
9. Palmer DE, Pattaroni Ch, Nunami K, Chadha RK, Goodman M, Wakamiya T, Fukase K, Horimoto S, Kitazawa M, Fujita H, Kubo A, Shiba T (1992) J Am Chem Soc 114: 5634
10. Tungler A, Fogassy G (2001) J Mol Catalysis 173: 233
11. Adamczyk M, Akireddy SR, Reddy RE (2002) Tetrahedron 58: 6951, 6954
12. Aguado GP, Alvarez-Larena A, Illa O, Moglioni AG, Ortuño RM (2001) Tetrahedron Asymm 12: 25
13. Wang W, Xiong Ch, Zhang J, Hruby VJ (2002) Tetrahedron 58: 3101
14. Mazurkiewicz R, Grymel M (1999) Monatsh Chem 130: 597
15. Kober R, Steglich W (1983) Liebigs Ann Chem 599
16. Mazurkiewicz R, Grymel M (2002) Monatsh Chem 133: 1201
17. Schöllkopf U, Meyer R (1981) Liebigs Ann Chem 1469
18. Cativiela C, Diaz de Villegas MD, Mayoral JA, Melendez E (1983) Synthesis 11: 899
19. Glaser R, Geresh S, Schöllkopf U, Meyer R (1979) J Chem Soc Perkin Trans 1 1746
20. Schmidt U, Lieberknecht A, Schanbacher U, Beuttler T, Wild J (1982) Angew Chem Int Ed Engl 21: 776
21. Schmidt U, Lieberknecht A, Wild J (1984) Synthesis 53: 53
22. Schmidt U, Weller D, Holder A, Lieberknecht A (1988) Tetrahedron Lett 29: 3227
23. Schmidt U, Lieberknecht A, Wild J (1988) Synthesis 159: 159
24. Sauer JC (1963) Org Synth 4: 561
25. Glaser R, Geresh S (1979) Tetrahedron 35: 2381
26. Gelbard G, Kagan HB (1976) Tetrahedron 32: 233
27. Arcadi A, Cacchi S, Marinelli F, Morera E, Ortar G (1990) Tetrahedron 46: 7151
28. Gladiali S, Pinna L (1991) Tetrahedron Asymm 2: 623