Title of article :
Palladium-catalyzed desulfinylative C–C allylation of Grignard reagents and enolates using allylsulfonyl chlorides and esters
Author/Authors :
Chandra M. Rao Volla، نويسنده , , Srinivas Reddy Dubbaka، نويسنده , , Jean-Claude Hausmann and Pierre Vogel، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2009
Pages :
8
From page :
504
To page :
511
Abstract :
2-Methylprop-2-ene-, prop-2-ene-, 1-methylprop-2-ene-, and (E)-but-2-enesulfonyl chlorides have been used as electrophilic partners in desulfinylative palladium-catalyzed C–C coupling with Grignard reagents and sodium salts of dimethyl malonate and methyl acetoacetate. Neopentyl alk-2-ene sulfonates can also be used as electrophilic partners in desulfinylative allylic arylations and allylic alkylations. The regioselectivity of the allylic arylation and alkylation depends on the nature of the catalyst. With PdCl2(PhCN)2, (E)-crotyl derivatives are formed in high regioselectivity using either 1-methylprop-2-ene- or (E)-but-2-enesulfonyl chloride.
Keywords :
Regioselective allylation , Allylic arylation , palladium complexes , sulfonyl chlorides , Sulfonate esters , Grignard reagents , Allylic Alkylation , homogenous catalysis
Journal title :
Tetrahedron
Serial Year :
2009
Journal title :
Tetrahedron
Record number :
1094995
Link To Document :
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