Further enantioselective syntheses of α-arylalkanamines via intermediate addition of Grignard reagents to a chiral hydrazone derived from (R)-(-)-2-aminobutan-1-ol

Tetrahedron Asymmetry

Volumn 10, Issue 8, 1999, Pages 1579-1588

  Bataille, Patricia ^a   Paterne, Michel ^a   Brown, Eric ^a  

^a UNIVERSITÉ DU MAINE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 BENZODIOXOLE 5 CARBALDEHYDE N [1 (HYDROXYMETHYL)PROPYL] N METHYLHYDRAZONE; 2 AMINOBUTANOL; 2 AMINOBUTYRIC ACID; 2 METHOXYBENZENECARBALDEHYDE N [1 (HYDROXYMETHYL)PROPYL] N METHYLHYDRAZONE; 2 NAPHTHALDEHYDE N [1 (HYDROXYMETHYL)PROPYL] N METHYLHYDRAZONE; 3,4,5 TRIMETHOXYBENZENECARBALDEHYDE N [1 (HYDROXYMETHYL)PROPYL] N METHYLHYDRAZONE; 4 FLUOROBENZENECARBALDEHYDE N [1 (HYDROXYMETHYL)PROPYL] N METHYLHYDRAZONE; 4 HYDROXYBENZENECARBALDEHYDE N [1 (HYDROXYMETHYL)PROPYL] N METHYLHYDRAZONE; 4 METHOXYBENZENECARBALDEHYDE N [1 (HYDROXYMETHYLPROPYL] N METHYLHYDRAZONE; 4 METHYLBENZENECARBALDEHYDE N [1 (HYDROXYMETHYL)PROPYL] N METHYLHYDRAZONE; ALPHA ARYLALKANAMINE; HYDRAZONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENANTIOMER; NONHUMAN; PRIORITY JOURNAL; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033597427     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00146-9     Document Type: Article

References (14)

1. 1. Bataille, P.; Paterne, M.; Brown, E. Tetrahedron: Asymmetry 1998, 9, 2181-2192.
2. 2. (a) Takahashi, H.; Tomita, K.; Otomasu, H. J. Chem. Soc., Chem. Commun. 1979, 668-669;
3. (b) Takahashi, H.; Tomita, K.; Noguchi, H. Chem. Pharm. Bull. 1981, 29, 3387-3391;
4. (c) Takahashi, H.; Inagaki, H. Chem. Pharm. Bull. 1982, 30, 922-926;
5. (d) Takahashi, H.; Suzuki, Y. Chem. Pharm. Bull. 1983, 31, 4295-4299.
6. 3. (a) Enders, D.; Schubert, H.; Nübling, C. Angew. Chem. 1986, 98, 1118-1119;
7. (b) Enders, D.; Reinhold, U. Tetrahedron: Asymmetry 1997, 8, 1895-1946;
8. (c) Enders, D.; Nübling, C.; Schubert, H. Liebigs Ann./Recueil 1997, 1089-1100.
9. 4. (a) Denmark, S. E.; Weber, T; Piotrowski, D. W. J. Am. Chem. Soc. 1987, 109, 2224-2225;
10. (b) Denmark, S. E.; Nicaise, O.; Edwards, J. P. J. Org. Chem. 1990, 55, 6219-6223.
11. 5. Sadamandam, Y. S., Sattur, P. B.; Sidhu, G. S. Arch. Pharm. 1972, 305, 891-893.
12. 6. Kharasch, M. S.; Kleiman, M. J. Am. Chem. Soc. 1943, 64, 11-15.
13. 7. Cited by the Beilstein data base. No authors given.
14. 8. de Roocker, A.; de Radzitzky, P. Bull. Soc. Chim. Belg. 1963, 72, 202-207.