Total synthesis of aspergillide B and structural discrepancy of aspergillide A

Tetrahedron Letters

Volumn 50, Issue 2, 2009, Pages 189-192

  Hande, Sudhir M ^a   Uenishi, Jun'ichi ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ASPERGILLIDE A; ASPERGILLIDE B; MACROLIDE; TETRAHYDROPYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHIRALITY; CYCLIZATION; DIHYDROXYLATION; DRUG STRUCTURE; DRUG SYNTHESIS; MACROLACTONIZATION; METHANOLYSIS; NONHUMAN; STEREOCHEMISTRY; STEREOSPECIFICITY; SYNTHESIS;

FUNGI;

EID: 56949090656     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.10.115     Document Type: Article

References (30)

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30. We are now anticipating that the structure of aspergillide A might possess cis tetrahydropyran ring, which would be formed from 1 through ring-opening and ring-closing steps by retro-O-Michael reaction and O-Michael reaction. Based on this assumption, further efforts for the structural determination of aspergillide A are under way by the synthesis.