Conjugate addition of allyl stannanes with concomitant triflation.
A new method for the conjugate addition of allyltributylstannane with concomitant triflation is described. This reaction works with functionalized enones, enals, enoates, and vinylogous esters. The resulting vinyl triflates can be used for intramolecular Heck reactions to afford the products of 5-exo-trig cyclization.
Beaulieu
Ellen D
ED
Department of Chemistry, University of California, Berkeley, Berkeley, California 94720-1460, USA.
Voss
Leah
L
Trauner
Dirk
D
D000475:Alkenes / Q000737:chemistry*; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D008698:Mesylates / Q000737:chemistry; D015394:Molecular Structure; D017971:Tin Compounds / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry
D000475:Alkenes; D000498:Allyl Compounds; D008698:Mesylates; D017971:Tin Compounds; D014753:Vinyl Compounds; C437735:vinyl triflate; C031525:stannane