Total synthesis of the lycopodium alkaloid serratezomine a using free radical-mediated vinyl amination to prepare a β-stannyl enamine linchpin

Journal of Organic Chemistry

Volumn 78, Issue 3, 2013, Pages 822-843

  Pigza, Julie A ^a,c   Han, Jeong Seok ^a,d   Chandra, Aroop ^a,e   Mutnick, Daniel ^a,f   Pink, Maren ^b   Johnston, Jeffrey N ^a  

^a VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b INDIANA UNIVERSITY   (United States)

^c QUEENSBOROUGH COMMUNITY COLLEGE   (United States)

^d DongWoo Pharm Co Ltd   (South Korea)

^e PRINCETON UNIVERSITY   (United States)

^f GENOMICS INSTITUTE OF THE NOVARTIS RESEARCH FOUNDATION   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DIASTEREOSELECTIVE; ENAMINES; EPIMERIZATION; INTRAMOLECULAR LACTONIZATION; PROTECTING GROUP; QUATERNARY CARBON; QUATERNARY STEREOCENTERS; TOTAL SYNTHESIS; UMPOLUNG;

ALLYLATION; AMINES; CHEMICAL COMPOUNDS; FREE RADICALS; METABOLITES;

SYNTHESIS (CHEMICAL);

ALCOHOL; ALKALOID; ALKANE; ALKYNE; ENAMINE; ESTER; FREE RADICAL; LINCHPIN; SERRATEZOMINE A; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ALLYLATION; AMINATION; ARTICLE; CLAISEN REARRANGEMENT; CYCLIZATION; DEPROTECTION REACTION; DIASTEREOISOMER; DRUG SYNTHESIS; EPIMERIZATION; LACTONIZATION; LYCOPODIUM; MANNICH REACTION; MICHAEL ADDITION; NUCLEAR OVERHAUSER EFFECT; OXIDATION; REDUCTION; STEREOCHEMISTRY;

ALKALOIDS; AMINATION; FREE RADICALS; INDOLIZINES; LYCOPODIUM; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; STEREOISOMERISM;

EID: 84873350650     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo302333s     Document Type: Article

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