Total syntheses of naturally occurring seimatopolide A and its enantiomer from chiral pool starting materials using a bidirectional strategy

Journal of Organic Chemistry

Volumn 77, Issue 23, 2012, Pages 10897-10906

  Schmidt, Bernd ^a   Kunz, Oliver ^a   Petersen, Monib H ^a  

^a UNIVERSITY OF POTSDAM   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ESTERS; SYNTHESIS (CHEMICAL);

CROSS METATHESIS; ENANTIOSELECTIVE TOTAL SYNTHESIS; EPOXIDE OPENINGS; KINETIC RESOLUTION; NATURAL PRODUCTS; NATURALLY OCCURRING; RING CLOSING METATHESIS; SPECIFIC OPTICAL ROTATIONS;

ENANTIOMERS;

1 3 NONYLOXIRAN 2 YL) 2 (TRITYLOXY) BUT 3 EN 1 OL; 2 (TERT BUTYLDIMETHYLSILYLOXY) 1 3 NONYLOXIRAN 2 YL) BUT 3 EN 1 OL; 2 NONYL 10 OXO 3,4,5,8,9,10 HEXAHYDRO 2H OXECINE 4,5,8 TRIYL TRIS(4 BROMOBENZOATE); 2,2 DIMETHYL 5 VINYL 1,3 DIOXOLAN 4 YL) UNDECAN 2 OL; 2,2 DIMETHYL 5 VINYL 1,3 DIOXOLAN 4 YL) UNDECAN 2 YL) 3 (TERT BUTYL DIMETHYLSILYLOXY)PENT 4 ENOATE; 2,2 DIMETHYL 5 VINYL 1,3 DIOXOLAN 4 YL) UNDECAN 2 YL) 3 (TERT BUTYLDIMETHYLSILYLOXY)PENT 4 ENOATE (ENT 16); 3 (TERT BUTYLDIMETHYLSILYLOXY) PENT 4 ENOIC ACID; 3 (TERT BUTYLDIMETHYLSILYLOXY)PENTADECA 1,5 DIENE; 3 (TRITYLOXY)PENTADECA 1,5 DIEN 4 OL; 3 HYDROXYPENT 4 ENOIC ACID; 4 (TRITYLOXY) HEXA 1,5 DIEN 3 OL; 4 (TRITYLOXY)HEXA 1,5 DIEN 3 OL; 9 (TERT BUTYLDIMETHYLSILYLOXY) 2,2 DIMETHYL 5 NONYL 4,5,8,9 TETRAHYDRO 3AH [1,3]DIOXOLO[4,5 D] OXECIN 7 11AH) ONE; 9 (TERT BUTYLDIMETHYLSILYLOXY) 2,2 DIMETHYL 5 NONYL 4,5,8,9 TETRAHYDRO 3AH [1,3]DIOXOLO[4,5 D] OXECIN 7(11AH) ONE (ENT 17); 9 HYDROXY 2,2 DIMETHYL 5 NONYL 4,5,8,9 TETRAHYDRO 3AH [1,3]DIOXOLO[4,5 D]OXECIN 7(11AH) ONE; BROMOBENZOIC ACID DERIVATIVE; ETHYL 3 (TERT BUTYLDIMETHYLSILYLOXY) PENT 4 ENOATE; ETHYL 3 ACETOXY PENT 4 ENOATE; ETHYL 3 HYDROXYPENT 4 ENOATE; NATURAL PRODUCT; PENTADEC 1 ENE 3,4,5 TRIOL; PENTADEC 1 ENE 3,4,6 TRIOL; SEIMATOPOLIDE A; TRIS PARA BROMOBENZOATE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; DRUG STRUCTURE; DRUG SYNTHESIS; ESTERIFICATION;

EID: 84870896625     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo302359h     Document Type: Article

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