Synthesis of (E)-α,β-unsaturated esters with total diastereoselectivity by using chromium dichloride

Tetrahedron Letters

Volumn 45, Issue 14, 2004, Pages 2977-2979

  Concellón, José M ^a   Rodríguez Solla, Humberto ^a   Méjica, Carmen ^a  

^a UNIVERSITY OF OVIEDO   (Spain)

Author keywords

Chromium; Eliminations; Esters

Indexed keywords

CHROMIUM CHLORIDE; ESTER DERIVATIVE;

ALDOL REACTION; ARTICLE; DIASTEREOISOMER; SUBSTITUTION REACTION; SYNTHESIS;

EID: 1642303744     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.02.011     Document Type: Article

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41. 2 (0.15 g, 1.2 mmol). After 4 h at reflux the reaction mixture was quenched with water. The usual work-up and filtration through a pad of Celite provided α,β-unsaturated esters 2, which were purified by flash column chromatography on silica gel (hexane/AcOEt 15/1).
42. 4Cl (20 mL). The usual work-up provided the corresponding α-halo-β-hydroxy ester 1, which was purified by flash column chromatography on silica gel (hexane/AcOEt 10/1).
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