First asymmetric synthesis of (2R,3R)-3-amino-1-benzyl-2-methylpyrrolidine via a highly diastereoselective reductive alkylation

Tetrahedron Letters

Volumn 38, Issue 2, 1997, Pages 271-272

  Huang, Pei Qiang ^a   Wang, Si Li ^a   Zheng, Hong ^a   Fei, Xiang Su ^a  

^a XIAMEN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

PYRROLIDINE DERIVATIVE;

ALKYLATION; ARTICLE; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0031032302     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02301-5     Document Type: Article

References (9)

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2. (b) Takashima, M.; Iwanami, S.; Usuda, S.; U. S. Patent 4210 660, 1980.
3. Iwanami, S.; Takashima, M.; Hirata, Y.; Hasegawa, O.; Usuda, S., J. Med. Chem., 1981, 24, 1224.
4. (a) Bernardi, A.; Micheli, F.; Potenza, D.; Scolastico, C.: Villa, R. Tetrahedron Lett., 1990, 31, 4949;
5. (b) Koot, W. J.; Ginkel, R. V.; Kranenburg, M.; Hiemstra, H.; Louwrier, S.; Moolenaar, M. J.; Speckamp, W. M. Tetrahedron Lett., 1991, 32, 401.
6. Jouin, P.; Castro, B.; Nisato, D. J. Chem. Soc. Perkin Trans. 1, 1987, 1177.
7. (a) Evans, D. A.; Thomas, E. W.; Cherpeck, R. E. J. Am. Chem. Soc., 1982, 104, 3695 ;
8. (b) Dijkink, J.; Speckamp, W. N. Heterocycles, 1979, 12, 1147.
9. 3) δ: 1.16(d, 3H) , l.49(m, 1H), 2.09(m, 2H), 2.19(s, 2H), 2.39(br, 1H), 2.92(m, 1H), 3.16(d. 1H), 3.29(br, 1H), 3.99(d, 1H), 7.3l(m, 5H) ppm.