Palladium-catalyzed allylic alkylation of alpha-sulfinyl carbanions under biphasic conditions

Palladium-catalyzed allylic alkylation of alpha-sulfinyl carbanions can take place under biphasic conditions. These new conditions provide a simple, mild and efficient route to allylated sulfoxides in good yields. The reaction tolerates a wide variety of EWG groups as additional carbanion stabilizin...

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Bibliographic Details
Published inSynlett no. 7; pp. 1055 - 1058
Main Authors Maitro, Guillaume, Prestat, Guillaume, Madec, David, Poli, Giovanni
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 03.05.2006
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
OXIDATION
carbanions
SULFIDES
allylic alkylation
ESTERS
palladium
catalysis
CARBONYL-COMPOUNDS
SULFONES
sulfoxides
ALLYLATIONS
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Summary:Palladium-catalyzed allylic alkylation of alpha-sulfinyl carbanions can take place under biphasic conditions. These new conditions provide a simple, mild and efficient route to allylated sulfoxides in good yields. The reaction tolerates a wide variety of EWG groups as additional carbanion stabilizing groups such as ester, acetyl, cyano, arnide, SUlfonyl and sulfinyl functions.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2006-939702