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Volumn 51, Issue 46, 2010, Pages 6003-6005

First total synthesis and stereochemical revision of okaramine M

Author keywords

Asymmetric synthesis; Diketopiperazine; Oxidation; Pyrrolo 2,3 b indole

Indexed keywords

IMINE; ISONITRILE DERIVATIVE; N BOC LEVO TRYPTOPHAN; OKARAMINE M; P METHOXYPHENYL ISONITRILE; PYRROLOINDOLE IMINE; TRYPTOPHAN; UNCLASSIFIED DRUG;

EID: 77957974044     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.09.026     Document Type: Article
Times cited : (24)

References (25)
  • 22
    • 0000966618 scopus 로고
    • Initially we performed this oxidation according to the known protocol (NCS/t-BuOK) to give 10 in moderate yield. Use of DBU instead t-BuOK resulted in the substantially improved yield of 10: R.A. Bartsch, and B.R. Cho J. Am. Chem. Soc. 101 1979 3587
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 3587
    • Bartsch, R.A.1    Cho, B.R.2
  • 23
    • 77958019440 scopus 로고    scopus 로고
    • The stereochemistries of 11 and 12 were confirmed by preparation and NOE experiments of cyclic products 1 and 14, respectively
    • The stereochemistries of 11 and 12 were confirmed by preparation and NOE experiments of cyclic products 1 and 14, respectively.
  • 25
    • 77957986553 scopus 로고    scopus 로고
    • In this case, the starting compound 14 was recovered (33%). The prolonged reaction time or increased reaction temperature resulted in consumption of 14 and more formation of ent-13 than 7
    • In this case, the starting compound 14 was recovered (33%). The prolonged reaction time or increased reaction temperature resulted in consumption of 14 and more formation of ent-13 than 7.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.