Highly regioselective and stereoselective allylation of aldehydes via palladium-catalyzed in situ hydrostannylation of allenes.
[reaction: see text] Highly regio- and stereoselective allylation of aldehydes by allenes proceeds smoothly in aqueous/organic media in the presence of PdCl(2)(PPh(3))(2), HCl, and SnCl(2). The reaction likely occurs via hydrostannylation of allenes and allylation of aldehydes by the in situ generated allyltrichlorotins to afford the final products.
Chang
H M
HM
Department of Chemistry, Tsing Hua University, Hsinchu, Taiwan 30043.
Cheng
C H
CH
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D000466:Alkadienes / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium; D013237:Stereoisomerism
D000447:Aldehydes; D000466:Alkadienes; C025947:propadiene; D010165:Palladium