Highly enantioselective construction of the key azetidin-2-ones for the synthesis of carbapenem antibiotics via intramolecular C-H insertion reactions of α-methoxycarbonyl-α-diazoacetamides catalysed by chiral dirhodium(II) carboxylates

Chemical Communications

Volumn , Issue 15, 1998, Pages 1517-1518

  Anada, Masahiro ^a   Watanabe, Nobuhide ^a   Hashimoto, Shun Ichi ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

3 OXA 1 AZABICYCLO[4,2,0]OCTANE; ACETAMIDE DERIVATIVE; ALPHA METHOXYCARBONYL ALPHA DIAZOACETAMIDE; AMINO ACID; AZETIDINONE DERIVATIVE; CARBAPENEM; CARBOXYLIC ACID DERIVATIVE; DIRHODIUM CARBOXYLATE; LIGAND; N PHTHALOYL (S) AMINO ACID; OCTANE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL REACTION; DRUG SYNTHESIS;

EID: 0032493834     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a803176b     Document Type: Article

References (9)

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4. S. Hashimoto, N. Watanabe and S. Ikegami, Synlett, 1994, 353.
5. N. Watanabe, Y. Ohtake, S. Hashimoto, M. Shiro and S. Ikegami, Tetrahedron Lett., 1995, 36, 1491;
6. N. Watanabe, T. Ogawa, Y. Ohtake, S. Ikegami and S. Hashimoto, Synlett, 1996, 85.
7. C. Palomo, in Recent Progress in the Chemical Synthesis of Antibiotics, ed. G. Lukacs and M. Ohno, Springer-Verlag, Berlin, 1990, p. 565;
8. A. H. Berks, Tetrahedron, 1996, 52, 331.
9. N. Watanabe, M. Anada, S. Hashimoto and S. Ikegami, Synlett, 1994, 1031.