Remote substituent control of the regioselectivity of the aryl- and vinylpalladation of 7-oxabicyclo[2.2.1]heptenes

Pd-catalyzed arylations of 2-exo-cyano-7-oxabicyclo[2.2.1]hept-5-en-2-endo-yl acetate and 7-oxabicycio[2.2.1]hept-5-en-2-one are regio- and stereoselective giving products of H-2(HCOOH) and Me(3)SiC=H coupling in which the aryl group (4-MeOC(6)H(4)) prefers the exo position of C(5) whereas the Pd-catatyzed vinylations with methyl-2-iodoacrylate prefers the exo position of C(6) center.


Published in:
Tetrahedron Letters, 37, 13, 2225-2228
Year:
1996
ISSN:
0040-4039
Keywords:
Note:
Ecole natl super chim,cnrs,organ synth lab,f-75231 paris 05,france. univ lausanne,chim sect,ch-1015 lausanne,switzerland.
Laboratories:




 Record created 2005-11-09, last modified 2018-03-17


Rate this document:

Rate this document:
1
2
3
 
(Not yet reviewed)