A New Radical Allylation Reaction of Dithiocarbonates

A radical allylation reaction without tin: The xanthate group in aliphatic xanthates can be replaced by an allyl unit [Eq. (a)]. This radical chain reaction is propagated by ethyl radicals generated by extrusion of sulfur dioxide from ethanesulfonyl radicals, which are themselves derived from allyl...

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Published inAngewandte Chemie (International ed.) Vol. 37; no. 20; pp. 2864 - 2866
Main Authors Quiclet-Sire, Béatrice, Seguin, Stéphanie, Zard, Samir Z.
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag GmbH 02.11.1998
WILEY‐VCH Verlag GmbH
Wiley
Subjects
Allyl sulfones
Allylations
C-C coupling
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Radical reactions
Science & Technology
Xanthate
C-C coupling
ORGANIC-SYNTHESIS
SUBSTITUTION
MECHANISM
BOND-FORMING REACTIONS
radical reactions
xanthate
ALLYLSTANNANES
SULFONES
STANNANES
ALKENES
allyl sulfones
CHAIN REACTIONS
CYCLIZATION REACTIONS
allylations
Allyl sulfones
Radical reactions
Xanthate
Allylations
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Summary:A radical allylation reaction without tin: The xanthate group in aliphatic xanthates can be replaced by an allyl unit [Eq. (a)]. This radical chain reaction is propagated by ethyl radicals generated by extrusion of sulfur dioxide from ethanesulfonyl radicals, which are themselves derived from allyl ethyl sulfone.
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ISSN:1433-7851
1521-3773
DOI:10.1002/(SICI)1521-3773(19981102)37:20<2864::AID-ANIE2864>3.0.CO;2-W