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research article
New carbon-carbon bond formation through oxyallylation of enoxysilanes with sulfur dioxide adduct of 1-methoxybutadiene. Stereoselective synthesis of (Z)-4-methoxy-6-oxoalk-2-enyl methyl sulfones
1997
Mixtures of 1-methoxybutadiene, trimethylsilyl enol ethers, SO2 and a Lewis acid catalyst generate trimethylsilyl (Z)-4-methoxy-6-oxoalk-2-enesulfinates that can be converted into 4-methoxy-6-oxoalk-2-enyl methyl sulfones and 5-alkyl-4-methoxy-6-oxoalk-2-enyl methyl sulfones with 100% (Z) selectivity and good syn diastereoselectivity for the 5-alkyl and 4-methoxy substituents. (C) 1997 Elsevier Science Ltd.
Type
research article
Authors
Publication date
1997
Published in
Volume
38
Issue
35
Start page
6197
End page
6200
Note
Univ lausanne,chim sect,bch,ch-1015 lausanne,switzerland.
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
November 9, 2005
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