A novel synthesis of (+)-duocarmycin SA

Tetrahedron Letters

Volumn 38, Issue 41, 1997, Pages 7207-7208

  Fukuda, Yasumichi ^a   Terashima, Shiro ^b  

^a KYORIN PHARMACEUTICAL CO LTD   (Japan)

^b SAGAMI CHEMICAL RESEARCH CENTER   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC ANTIBIOTIC; DUOCARMYCIN SA; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; IN VITRO STUDY; REACTION ANALYSIS;

EID: 0030667915     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01716-4     Document Type: Article

References (20)

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15. Nakatani, K.; Fukuda, Y.; Terashima, S. Pure & Appl. Chem., 1994, 66, 2255.
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17. 2. However, the reaction did not work well either in the presence of AcOH, dichloroacetic acid, or succinic acid as an acid catalyst, or in MeCN, toluene, or AcOH as a reaction solvent.
18. Oxidative cyclization of an enamino ester to afford a pyrroloindole was first introduced by us for the synthesis of novel bis(methoxycarbonyl)-CPI and 3-methoxycarbonyl-2-trifluoromethyl-CPI derivatives. See, Fukuda, Y.; Oomori, Y.; Kusama, Y.; Terashima, S. Bioorg. Med. Chem. Lett., 1997, 7, 749. and Fukuda, Y.; Furuta, H.; Shiga, F.; Oomori, Y.; Kusama, Y.; Ebisu, H.; Terashima, S. ibid., 1997, 13, 1683.
19. Oxidative cyclization of an enamino ester to afford a pyrroloindole was first introduced by us for the synthesis of novel bis(methoxycarbonyl)-CPI and 3-methoxycarbonyl-2-trifluoromethyl-CPI derivatives. See, Fukuda, Y.; Oomori, Y.; Kusama, Y.; Terashima, S. Bioorg. Med. Chem. Lett., 1997, 7, 749. and Fukuda, Y.; Furuta, H.; Shiga, F.; Oomori, Y.; Kusama, Y.; Ebisu, H.; Terashima, S. ibid., 1997, 13, 1683.
20. 2 to give 8 in 10% yield.