Facile stereoselective synthesis of (E)- and (Z)-α-substituted cinnamates: stereospecific dehydration reaction with 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) and copper(II) chloride

Tetrahedron

Volumn 63, Issue 41, 2007, Pages 10345-10353

  Sai, Hiroshi ^a   Ogiku, Tsuyoshi ^a   Ohmizu, Hiroshi ^a  

^a MITSUBISHI TANABE PHARMA CORPORATION   (Japan)

Author keywords

Alkylidene butyrolactones; Substituted cinnamates; Carbodiimide; Stereospecific dehydration; syn Elimination

Indexed keywords

1 (3 DIMETHYLAMINOPROPYL) 3 ETHYLCARBODIIMIDE; 2 [2 (TERT BUTYLDIMETHYLSILANYLOXY)ETHYL] 3 PHENYLBUT 2 ENOIC ACID METHYL ESTER; 2 BENZYLIDENE 4 (TERT BUTYLDIMETHYLSILANYLOXY)BUTYRIC ACID METHYL ESTER; 3 (1 HYDROXY 2 METHYLPROPYL)DIHYDROFURAN 2 ONE; 3 (1 HYDROXYBUT 2 ENYL)DIHYDROFURAN 2 ONE; 3 (3,4 DICHLOROPHENYL) 2 METHYLACRYLIC ACID METHYL ESTER; 3 (3,4 DIMETHOXY ALPHA HYDROXYBENZYL)DIHYDROFURAN 2 ONE; 3 (3,4 DIMETHOXYBENZYLIDENE) 4 (3,4,5 TRIMETHOXYBENZYL)DIHYDROFURAN 2 ONE; 3 (3,4 DIMETHOXYBENZYLIDENE)DIHYDROFURAN 2 ONE; 3 (3,4 DIMETHOXYPHENYL) 2 METHYLACRYLIC ACID METHYL ESTER; 3 [(3,4 DIMETHOXYPHENYL)HYDROXYMETHYL] 4 (3,4,5 TRIMETHOXYBENZYL)DIHYDROFURAN 2 ONE; 3 BUT 2 ENYLIDENEDIHYDROFURAN 2 ONE; 3 ISOBUTYLIDENEDIHYDROFURAN 2 ONE; 4 (TERT BUTYLDIMETHYLSILANYLOXY) 2 (3,4 DIMETHOXYBENZYLIDENE)BUTYRIC ACID METHYL ESTER; CINNAMIC ACID; CINNAMIC ACID DERIVATIVE; COPPER CHLORIDE; DIMETHYLAMINE; GAMMA BUTYROLACTONE; METHYL 3 (3,4 DICHLOROPHENYL) 3 HYDROXY 2 METHYLPROPIONATE; METHYL 3 (3,4 DIMETHOXYPHENYL) 3 HYDROXY 2 [2 (TERT BUTYLDIMETHYLSILYLOXY)ETHYL]PROPIONATE; METHYL 3 (3,4 DIMETHOXYPHENYL) 3 HYDROXY 2 METHYLPROPIONATE; METHYL 3 HYDROXY 3 PHENYL 2 [2 (TERT BUTYLDIMETHYLSILYLOXY)ETHYL]BUTYRATE; METHYL 3 HYDROXY 3 PHENYL 2 [2 (TERT BUTYLDIMETHYLSILYLOXY)ETHYL]PROPIONATE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; ENZYME SYNTHESIS; PRIORITY JOURNAL; PROTON TRANSPORT; STEREOCHEMISTRY; STEREOSPECIFICITY;

EID: 34548210461     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.07.069     Document Type: Article

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