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Volumn 43, Issue 26, 2002, Pages 4683-4686

Efficient construction of polycyclic alkaloid synthetic precursors by a xanthate free radical addition and Mannich cyclisation cascade

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; DEETHYLEBURNAMINE; LUPININE; UNCLASSIFIED DRUG;

EID: 0037189175     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)00835-3     Document Type: Article
Times cited : (25)

References (26)
  • 1
    • 84980112413 scopus 로고
    • First observed in yellow Lupin seeds, Lupinus luteus, in 1881
    • (1881) Chem. Ber. , vol.14 , pp. 1321
    • Baumert, G.1
  • 13
    • 84992280123 scopus 로고    scopus 로고
    • We have found that xanthates such as 5 and 19 can undergo decomposition on prolonged exposure to strongly acidic conditions, and therefore their removal is expedient before attempting the Mannich reaction
  • 20
    • 84992239641 scopus 로고    scopus 로고
    • All attempts to triisopropylsilylate 10 resulted in substantial degradation
  • 21
    • 84992262345 scopus 로고    scopus 로고
    • TBS protected indoles are susceptible to deprotection by TFA, and thus the subsequent cyclisation reaction may be performed directly without this final deprotection, albeit in rather lower yield (49%)
  • 22
    • 84992282622 scopus 로고    scopus 로고
    • Compound 21 has been shown to isomerise under acidic conditions, see: Ref. 3e


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.