A generalized approach for iron catalyzed chemo- and regioselective formation of anti-Markovnikov acetals from styrene derivatives

Fe(BF4)(2)center dot 6H(2)O in the presence of pyridine-2,6-dicarboxylic acid and PhI(OAc)(2) can efficiently catalyze the formation of chemoselective dialkyl acetals from styrene derivatives with anti-Markovnikov regioselectivity in good to high yields under mild and benign reaction conditions.

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 48; no. 28; pp. 3448 - 3450
Main Authors Dutta Chowdhury, Abhishek, Kumar Lahiri, Goutam
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2012
Subjects
Acetals
catalytic activity
chemical communication
chemical reactions
Chemistry
Chemistry, Multidisciplinary
chemoselectivity
Derivatives
dicarboxylic acids
Iron
Physical Sciences
regioselectivity
Science & Technology
styrene
Styrenes
ALKENES
KETONES
COMPLEX
ELECTRON-WITHDRAWING SUBSTITUENTS
CONVERSION
PALLADIUM(II)-CATALYZED ACETALIZATION
ISOMERIZATION
ALDEHYDES
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Summary:Fe(BF4)(2)center dot 6H(2)O in the presence of pyridine-2,6-dicarboxylic acid and PhI(OAc)(2) can efficiently catalyze the formation of chemoselective dialkyl acetals from styrene derivatives with anti-Markovnikov regioselectivity in good to high yields under mild and benign reaction conditions.
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/c2cc17889c