TMSI-Promoted vinylogous michael addition of siloxyfuran to 2-substituted chromones: A general approach for the total synthesis of chromanone lactone natural products

Journal of Organic Chemistry

Volumn 80, Issue 3, 2015, Pages 1632-1643

  Liu, Jie ^a   Li, Zhanchao ^a   Tong, Pei ^a   Xie, Zhixiang ^a   Zhang, Yuan ^a   Li, Ying ^a  

^a LANZHOU UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; SYNTHESIS (CHEMICAL);

CHROMONES; DIASTEREOSELECTIVE; MICHAEL ADDITIONS; NATURAL PRODUCTS; SYNTHETIC PROTOCOLS; TOTAL SYNTHESIS;

ESTERS;

(5 ACETOXY 2 METHYL 4 OXO 4H-CHROMEN 7 YL)METHYL ACETATE; 1 (2 MERCAPTOPHENYL)ETHAN 1 ONE; 2 ACETYL 5 (BROMOMETHYL) 1,3 PHENYLENE DIACETATE; 2 ACETYL 5 METHYL 1,3 PHENYLENE DIACETATE; 2 METHYL 4 OXO 4 CHROMENE 5,7 DIYL DIACETATE; 2 METHYL 4 OXO 4H CHROMEN 5 YL ACETATE; 2 METHYL 4H CHROMEN 4 ONE; 2,7 DIMETHYL 4 OXO 4H CHROMEN 5 YL ACETATE; 4 CHROMANONE DERIVATIVE; 4H THIOCHROMEN 4 ONE; 5 HYDROXY 2 METHYL 4H CHROMEN 4 ONE; 5 HYDROXY 2,7 DIMETHYL 4H CHROMEN 4 ONE; 5 HYDROXY 7 (HYDROXYMETHYL) 2 METHYL 4H CHROMEN 4 ONE; 5 METHOXY 2 METHYL 4H CHROMEN 4 ONE; 5,7 DIHYDROXY 2 METHYL 4H CHROMEN 4 ONE; 5,7 DIMETHOXY 2 METHYL 4H CHROMEN 4 ONE; CHROMANONE LACTONE; CHROMONE (1 BENZOPYRAN 4 ONE); LACTONE DERIVATIVE; METHYL 4 OXO 4H CHROMENE 2 CARBOXYLATE; METHYL 5 ACETOXY 4 OXO 4H CHROMENE 2 CARBOXYLATE; METHYL 5 ACETOXY 7 (ACETOXYMETHYL) 4 OXO 4H CHROMENE 2 CARBOXYLATE; METHYL 5 ACETOXY 7 (BROMOMETHYL) 4 OXO 4H CHROMENE 2 CARBOXYLATE; METHYL 5 ACETOXY 7 METHYL 4 OXO 4H CHROMENE 2 CARBOXYLATE; METHYL 5 HYDROXY 4 OXO 4H CHROMENE 2 CARBOXYLATE; METHYL 5 HYDROXY 7 METHYL 4 OXO 4H CHROMENE 2 CARBOXYLATE; METHYL 5 METHOXY 7 METHYL 4 OXO 4H CHROMENE 2 CARBOXYLATE; NATURAL PRODUCT; QUINOLIN 4(1H) ONE; UNCLASSIFIED DRUG; UNINDEXED DRUG; BIOLOGICAL PRODUCT; CHROMONE DERIVATIVE; DIPLODIALIDE A; GONYTOLIDE C; GONYTOLIDE G; LACHNONE C; LACTONE;

ACETYLATION; ARTICLE; COLUMN CHROMATOGRAPHY; DECOMPOSITION; DIASTEREOISOMER; DRUG SYNTHESIS; ELECTROSPRAY; MICHAEL ADDITION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; REACTION TIME; STEREOSPECIFICITY; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

BIOLOGICAL PRODUCTS; CATALYSIS; CHROMONES; LACTONES; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 84922695323     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo502571r     Document Type: Article

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