An ester enolate-Claisen rearrangement route to substituted 4-alkylideneprolines. Studies toward a definitive structural revision of lucentamycin A

Journal of Organic Chemistry

Volumn 76, Issue 21, 2011, Pages 8962-8976

  Ranatunga, Sujeewa ^a,b   Kim, Jinsoo S ^a   Pal, Ujjwal ^a   Del Valle, Juan R ^a  

^a H LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE   (United States)

^b NEW MEXICO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL ACTIVITIES; CYTOTOXIC; DI-PEPTIDES; DIASTEREOMERS; DIASTEREOSELECTIVITIES; DIPEPTIDE; NATURAL PRODUCTS; NATURALLY OCCURRING; PYRROLIDINE RINGS; RARE CLASS; REARRANGEMENT REACTIONS; STEREOGENIC CENTERS; TRIPEPTIDE;

AMINO ACIDS; ESTERIFICATION; ISOMERS; PEPTIDES; SYNTHESIS (CHEMICAL);

ESTERS;

4 ALKYLIDENEPROLINE; ALLYL COMPOUND; DIPEPTIDE; ESTER DERIVATIVE; ESTER ENOLATE; GLYCINE; LUCENTAMYCIN A; PROLINE; PROLINE DERIVATIVE; PYRROLIDINE DERIVATIVE; TRIPEPTIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CLAISEN REARRANGEMENT; CONTROLLED STUDY; CYCLIZATION; DIASTEREOISOMER; DRUG STRUCTURE; DRUG SYNTHESIS; ENVIRONMENTAL TEMPERATURE; SUBSTITUTION REACTION;

ALKENES; ESTERS; MOLECULAR STRUCTURE; OLIGOPEPTIDES; PROLINE; STEREOISOMERISM;

EID: 80055074704     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo201727g     Document Type: Article

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