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β-Acylvinyl intermolecular radical additions to double bonds: Stereoselective synthesis of functionalised (E)-α,β-unsaturated carboxylic acids

✍ Scribed by Francisco Foubelo; Francisco Lloret; Miguel Yus

Book ID: 104204895
Publisher: Elsevier Science
Year: 1994
Tongue: French
Weight: 428 KB
Volume: 50
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)89700-3

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✦ Synopsis

Tbe reachon of (2)3-iodoaerylic acid (1) with a substoiebiometric amount of tributyltin chloride (1:O.S molar ratio) and an exeea of sodium berobydride (I:4 molar ratio) in the presence of a catalytic amount of AIBN (1:0.18 molar ratio) aud an excess of ao dectropbilic olefin (2) in ethanol leads. aftex treatment with aqueous sodium fluoride., to tbe expected fu&amiised @)-a$-usahuated carboxylic acids 3 in a stexeoseieetive mamxx. Tbe probable reaction me&a&m involves free radical intermedktes.

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