Stereoselective transformations of (+)-abietic acid into (+)-vitedoin B and (+)-negundoin A

Journal of Organic Chemistry

Volumn 79, Issue 10, 2014, Pages 4405-4413

  Tapia, Rubén ^a   Bouanou, Hanane ^a   Alvarez, Esteban ^a   Alvarez Manzaneda, Ramón ^a,b   Chahboun, Rachid ^a   Alvarez Manzaneda, Enrique ^a  

^a UNIVERSITY OF GRANADA   (Spain)

^b UNIVERSITY OF ALMERÍA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMISTRY;

ENOL ETHERS; GLOBAL YIELD; STEREOSELECTIVE TRANSFORMATIONS;

ORGANIC COMPOUNDS;

(11A ISOPROPYL 2,2,6,9A TETRAMETHYLTETRADECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOL 6 YL)METHANOL; (6 ACETOXY 5,5,8A TRIMETHYL 2 METHYLENEDECAHYDRONAPHTHALEN 1 YL)PROPANOATE; 1,1,4A TRIMETHYL 5 (4 METHYL 3 OXOPENTYL) 6 [(TOSYLOXY)METHYL]DECAHYDRONAPHTHALEN 2 YL ACETATE; 11A ISOPROPYL 2,2,6,6,9A PENTAMETHYL 3A,3B,4,6,7,8,9,9A,9B,10,11,11A DODECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOL 7 OL; 11A ISOPROPYL 2,2,6,6,9A PENTAMETHYL 3A,3B,4,6,7,8,9,9A,9B,10,11,11A DODECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOL 7 YL ACETATE; 11A ISOPROPYL 2,2,6,6,9A PENTAMETHYL 3B,4,9,9A,9B,10,11,11A OCTAHYDROPHENANTHRO[2,1 D][1,3]DIOXOL 7(3AH,6H,8H)ONE; 11A ISOPROPYL 2,2,6,6,9A PENTAMETHYLDECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOL 7(3AH,3BH,8H)ONE; 11A ISOPROPYL 2,2,6,6,9A PENTAMETHYLTETRADECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOL 7 OL; 11A ISOPROPYL 2,2,6,6,9A PENTAMETHYLTETRADECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOL 7 YL ACETATE; 11A ISOPROPYL 2,2,6,9A TETRAMETHYL 3A,3B,4,5,7,8,9,9A,9B,10,11,11A DODECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOLE; 11A ISOPROPYL 2,2,6,9A TETRAMETHYL 4,5,9,9A,9B,10,11,11A OCTAHYDROPHENANTHRO[2,1 D][1,3]DIOXOL 7(3AH,3BH,8H)ONE; 11A ISOPROPYL 2,2,6,9A TETRAMETHYLTETRADECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOL 6 YL FORMATE; 11A ISOPROPYL 2,2,6,9A TETRAMETHYLTETRADECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOLE 6 CARBALDEHYDE; 11A ISOPROPYL 2,2,6,9A TETRAMETHYLTETRADECAHYDROPHENANTHRO[2,1 D][1,3]DIOXOLE 6 CARBOXYLIC ACID; 3 6 HYDROXY 5,5,8A TRIMETHYL 2 METHYLENE DECAHYDRONAPHTHALEN 1 YL)PROPANOIC ACID; 3 DE O ACETYL 3 O (METHOXYCARBONYL)NEGUNDOIN A; 3 DE O ACETYLNEGUNDOIN A; 4 6 HYDROXY 5,5,8A TRIMETHYL 2 METHYLENE DECAHYDRONAPHTHALEN 1 YL)BUTAN 2 ONE; 6 (HYDROXYMETHYL) 1,1,4A TRIMETHYL 5 (4 METHYL 3 OXOPENTYL)DECAHYDRONAPHTHALEN 2 YL ACETATE; 6 FORMYL 1,1,4A TRIMETHYL 5 (4 METHYL 3 OXOPENTYL)DECAHYDRONAPHTHALEN 2 YL ACETATE; 7,8 DIHYDROXY 7 ISOPROPYL 1,1,4A TRIMETHYLTETRADECAHYDROPHENANTHREN 2 YL ACETATE; 7,8 DIHYDROXY 7 ISOPROPYL 1,4A DIMETHYLTETRADECAHYDROPHENANTHRENE 1 CARBOXYLIC ACID; ABIETIC ACID; ISOPROPYL 3 [6 ACETOXY 5,5,8A TRIMETHYL 2[(TOSYLOXY)METHYL]DECAHYDRONAPHTHALEN 1 YL]PROPANOATE; METHYL 5[6[(METHXYCARBONYL)OXY] 5,5,8A TRIMETHYL 2 METHYLENEDECAHYDRONAPHTHALEN 1 YL] 3 OXOPENTANOATE; NEGUNDOIN A; SPIRO COMPOUND; TERPENOID DERIVATIVE; UNCLASSIFIED DRUG; VITEDOIN B; ABIETANE DERIVATIVE; DITERPENE; LABDANE; SPIRONOLACTONE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; DRUG SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTUM YIELD; STEREOCHEMISTRY; ANALOGS AND DERIVATIVES; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

CYCLIZATION; DITERPENES; DITERPENES, ABIETANE; MOLECULAR STRUCTURE; SPIRONOLACTONE; STEREOISOMERISM;

EID: 84900871455     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo5003533     Document Type: Article

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