Total synthesis and structural revision of the marine macrolide neopeltolide

Journal of the American Chemical Society

Volumn 130, Issue 3, 2008, Pages 804-805

  Custar, Daniel W ^a   Zabawa, Thomas P ^a   Scheidt, Karl A ^a  

^a NORTHWESTERN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LEWIS ACID; MACROLIDE; NATURAL PRODUCT; NEOPELTOLIDE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL STRUCTURE; CYCLIZATION; MARINE ENVIRONMENT; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

ANIMALS; ANTINEOPLASTIC AGENTS; MACROLIDES; PORIFERA;

EID: 38349186964     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja710080q     Document Type: Article

References (22)

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21. Our previous intermolecular studies fully support a Prins rather than an oxonia-Cope pathway: see ref 4.
22. During review of this work, a synthesis of neopeltolide with the correct revised structure was reported, see: Youngsaye, W.; Lowe, J. T.; Pohlki, F.; Ralifo, P.; Panek, J. S. Angew. Chem., Int. Ed. 2007, 46, 9211-9214. We arrived at the stereochemical reassignment of neopeltolide completely independently of the Panek studies.