Total synthesis of (+)-α-onocerin in four steps via four-component coupling and tetracyclization steps

Journal of the American Chemical Society

Volumn 124, Issue 38, 2002, Pages 11290-11291

  Mi, Yuan ^a   Schreiber, Jürg V ^a   Corey, E J ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA ONOCERIN; HYDROCARBON; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; COUPLING FACTOR; CYCLIZATION; DRUG ISOLATION; METHODOLOGY; STEREOSPECIFICITY; SYNTHESIS;

CYCLIZATION; STEREOISOMERISM; TRITERPENES;

EID: 0037174453     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja027373f     Document Type: Article

References (21)

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21. 1H NMR. Upon completion of the reaction (or near completion in the case of triflates having trans-β-H to the triflate leaving group), the reaction mixture was vented and partitioned between pentane and pH 7 phosphate buffer. The aqueous phase was extracted with pentane or ether (for more water-soluble substrates), and the combined extracts were dried, concentrated in vacuo, and purified by rapid chromatography on silica gel.